A novel photoinduced reduction system of low-valent samarium species: Reduction of organic halides and chalcogenides, and its application to carbonylation with carbon monoxide

Tetrahedron

Volumn 59, Issue 52, 2003, Pages 10499-10508

  Sumino, Yukihito ^a   Harato, Nami ^b   Tomisaka, Yuri ^b   Ogawa, Akiya ^b  

^a SHIONOGI AND CO LTD   (Japan)

^b NARA WOMEN'S UNIVERSITY   (Japan)

Author keywords

Carbon monoxide; Carbonylation; Dechlorination; Deselenation; Photoinduced reduction; Samarium

Indexed keywords

CARBON MONOXIDE; CHALCOGEN; HYDROCARBON; KETONE DERIVATIVE; ORGANOHALOGEN DERIVATIVE; SAMARIUM; SAMARIUM DIIODIDE;

ARTICLE; CARBON NUCLEAR MAGNETIC RESONANCE; CARBONYLATION; DIMERIZATION; INFRARED SPECTROSCOPY; LIGHT; LIGHT IRRADIANCE; MASS SPECTROMETRY; PHOTOACTIVATION; PRESSURE; PRIORITY JOURNAL; PROTON NUCLEAR MAGNETIC RESONANCE; REDUCTION; ULTRAVIOLET SPECTROSCOPY;

EID: 0348050010     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tet.2003.08.070     Document Type: Article

References (152)

1. For the chemistry of rare earth compounds, see for example: (a) Imamoto T. Lanthanides in Organic Synthesis. 1994;Academic, London, (b) Anwander R., Edelmann F.T., Herrmann W.A. Herrmann W.A. Topics in Current Chemistry. Vol. 179:1996;Springer, Berlin, (c) Herrmann W.A. Edelmann F.T. Synthetic Methods of Organometallic and Inorganic Chemistry. Vol. 6:1997;Thieme, Stuttgart, (d) Kobayashi S. Topics in Organometallic Chemistry. Vol. 2:1999;Springer, Berlin, (e) Imamoto T. Pure Appl. Chem. 62:1990;747 (f) Kobayashi S., Manabe K. Pure Appl. Chem. 72:2000;1373 (g) Kobayashi S., Manabe K. Acc. Chem. Res. 35: 2002;209 (h) Shibasaki M., Sasai H., Srai T. Angew. Chem., Int. Ed. 36: 1997;1236 (i) Shibasaki M., Yoshikawa N. Chem. Rev. 102:2002;2187 (j) Mikami K., Terada M., Matsuzawa H. Angew. Chem., Int. Ed. 41:2002;3554 (k) Taniguchi Y., Takaki K., Fujiwara Y. Rev. Heteroat. Chem. 12:1995;163 (l) Yasuda H., Ihara E., Fujimura T., Maeno Y., Ogata K., Sato Y., Desurmond G. J. Synth. Org. Chem. Jpn. 58:2000;1084 (m) Hou Z. J. Synth. Org. Chem. Jpn. 59:2001;82 (n) Nishiyama Y., Sakaguchi S., Ishii Y. J. Synth. Org. Chem. Jpn. 58:2000;129.
2. For the chemistry of rare earth compounds, see for example: (a) Imamoto T. Lanthanides in Organic Synthesis. 1994;Academic, London, (b) Anwander R., Edelmann F.T., Herrmann W.A. Herrmann W.A. Topics in Current Chemistry. Vol. 179:1996;Springer, Berlin, (c) Herrmann W.A. Edelmann F.T. Synthetic Methods of Organometallic and Inorganic Chemistry. Vol. 6:1997;Thieme, Stuttgart, (d) Kobayashi S. Topics in Organometallic Chemistry. Vol. 2:1999;Springer, Berlin, (e) Imamoto T. Pure Appl. Chem. 62:1990;747 (f) Kobayashi S., Manabe K. Pure Appl. Chem. 72:2000;1373 (g) Kobayashi S., Manabe K. Acc. Chem. Res. 35: 2002;209 (h) Shibasaki M., Sasai H., Srai T. Angew. Chem., Int. Ed. 36: 1997;1236 (i) Shibasaki M., Yoshikawa N. Chem. Rev. 102:2002;2187 (j) Mikami K., Terada M., Matsuzawa H. Angew. Chem., Int. Ed. 41:2002;3554 (k) Taniguchi Y., Takaki K., Fujiwara Y. Rev. Heteroat. Chem. 12:1995;163 (l) Yasuda H., Ihara E., Fujimura T., Maeno Y., Ogata K., Sato Y., Desurmond G. J. Synth. Org. Chem. Jpn. 58:2000;1084 (m) Hou Z. J. Synth. Org. Chem. Jpn. 59:2001;82 (n) Nishiyama Y., Sakaguchi S., Ishii Y. J. Synth. Org. Chem. Jpn. 58:2000;129.
3. For the chemistry of rare earth compounds, see for example: (a) Imamoto T. Lanthanides in Organic Synthesis. 1994;Academic, London, (b) Anwander R., Edelmann F.T., Herrmann W.A. Herrmann W.A. Topics in Current Chemistry. Vol. 179:1996;Springer, Berlin, (c) Herrmann W.A. Edelmann F.T. Synthetic Methods of Organometallic and Inorganic Chemistry. Vol. 6:1997;Thieme, Stuttgart, (d) Kobayashi S. Topics in Organometallic Chemistry. Vol. 2:1999;Springer, Berlin, (e) Imamoto T. Pure Appl. Chem. 62:1990;747 (f) Kobayashi S., Manabe K. Pure Appl. Chem. 72:2000;1373 (g) Kobayashi S., Manabe K. Acc. Chem. Res. 35: 2002;209 (h) Shibasaki M., Sasai H., Srai T. Angew. Chem., Int. Ed. 36: 1997;1236 (i) Shibasaki M., Yoshikawa N. Chem. Rev. 102:2002;2187 (j) Mikami K., Terada M., Matsuzawa H. Angew. Chem., Int. Ed. 41:2002;3554 (k) Taniguchi Y., Takaki K., Fujiwara Y. Rev. Heteroat. Chem. 12:1995;163 (l) Yasuda H., Ihara E., Fujimura T., Maeno Y., Ogata K., Sato Y., Desurmond G. J. Synth. Org. Chem. Jpn. 58:2000;1084 (m) Hou Z. J. Synth. Org. Chem. Jpn. 59:2001;82 (n) Nishiyama Y., Sakaguchi S., Ishii Y. J. Synth. Org. Chem. Jpn. 58:2000;129.
4. For the chemistry of rare earth compounds, see for example: (a) Imamoto T. Lanthanides in Organic Synthesis. 1994;Academic, London, (b) Anwander R., Edelmann F.T., Herrmann W.A. Herrmann W.A. Topics in Current Chemistry. Vol. 179:1996;Springer, Berlin, (c) Herrmann W.A. Edelmann F.T. Synthetic Methods of Organometallic and Inorganic Chemistry. Vol. 6:1997;Thieme, Stuttgart, (d) Kobayashi S. Topics in Organometallic Chemistry. Vol. 2:1999;Springer, Berlin, (e) Imamoto T. Pure Appl. Chem. 62:1990;747 (f) Kobayashi S., Manabe K. Pure Appl. Chem. 72:2000;1373 (g) Kobayashi S., Manabe K. Acc. Chem. Res. 35: 2002;209 (h) Shibasaki M., Sasai H., Srai T. Angew. Chem., Int. Ed. 36: 1997;1236 (i) Shibasaki M., Yoshikawa N. Chem. Rev. 102:2002;2187 (j) Mikami K., Terada M., Matsuzawa H. Angew. Chem., Int. Ed. 41:2002;3554 (k) Taniguchi Y., Takaki K., Fujiwara Y. Rev. Heteroat. Chem. 12:1995;163 (l) Yasuda H., Ihara E., Fujimura T., Maeno Y., Ogata K., Sato Y., Desurmond G. J. Synth. Org. Chem. Jpn. 58:2000;1084 (m) Hou Z. J. Synth. Org. Chem. Jpn. 59:2001;82 (n) Nishiyama Y., Sakaguchi S., Ishii Y. J. Synth. Org. Chem. Jpn. 58:2000;129.
5. For the chemistry of rare earth compounds, see for example: (a) Imamoto T. Lanthanides in Organic Synthesis. 1994;Academic, London, (b) Anwander R., Edelmann F.T., Herrmann W.A. Herrmann W.A. Topics in Current Chemistry. Vol. 179:1996;Springer, Berlin, (c) Herrmann W.A. Edelmann F.T. Synthetic Methods of Organometallic and Inorganic Chemistry. Vol. 6:1997;Thieme, Stuttgart, (d) Kobayashi S. Topics in Organometallic Chemistry. Vol. 2:1999;Springer, Berlin, (e) Imamoto T. Pure Appl. Chem. 62:1990;747 (f) Kobayashi S., Manabe K. Pure Appl. Chem. 72:2000;1373 (g) Kobayashi S., Manabe K. Acc. Chem. Res. 35: 2002;209 (h) Shibasaki M., Sasai H., Srai T. Angew. Chem., Int. Ed. 36: 1997;1236 (i) Shibasaki M., Yoshikawa N. Chem. Rev. 102:2002;2187 (j) Mikami K., Terada M., Matsuzawa H. Angew. Chem., Int. Ed. 41:2002;3554 (k) Taniguchi Y., Takaki K., Fujiwara Y. Rev. Heteroat. Chem. 12:1995;163 (l) Yasuda H., Ihara E., Fujimura T., Maeno Y., Ogata K., Sato Y., Desurmond G. J. Synth. Org. Chem. Jpn. 58:2000;1084 (m) Hou Z. J. Synth. Org. Chem. Jpn. 59:2001;82 (n) Nishiyama Y., Sakaguchi S., Ishii Y. J. Synth. Org. Chem. Jpn. 58:2000;129.
6. For the chemistry of rare earth compounds, see for example: (a) Imamoto T. Lanthanides in Organic Synthesis. 1994;Academic, London, (b) Anwander R., Edelmann F.T., Herrmann W.A. Herrmann W.A. Topics in Current Chemistry. Vol. 179:1996;Springer, Berlin, (c) Herrmann W.A. Edelmann F.T. Synthetic Methods of Organometallic and Inorganic Chemistry. Vol. 6:1997;Thieme, Stuttgart, (d) Kobayashi S. Topics in Organometallic Chemistry. Vol. 2:1999;Springer, Berlin, (e) Imamoto T. Pure Appl. Chem. 62:1990;747 (f) Kobayashi S., Manabe K. Pure Appl. Chem. 72:2000;1373 (g) Kobayashi S., Manabe K. Acc. Chem. Res. 35: 2002;209 (h) Shibasaki M., Sasai H., Srai T. Angew. Chem., Int. Ed. 36: 1997;1236 (i) Shibasaki M., Yoshikawa N. Chem. Rev. 102:2002;2187 (j) Mikami K., Terada M., Matsuzawa H. Angew. Chem., Int. Ed. 41:2002;3554 (k) Taniguchi Y., Takaki K., Fujiwara Y. Rev. Heteroat. Chem. 12:1995;163 (l) Yasuda H., Ihara E., Fujimura T., Maeno Y., Ogata K., Sato Y., Desurmond G. J. Synth. Org. Chem. Jpn. 58:2000;1084 (m) Hou Z. J. Synth. Org. Chem. Jpn. 59:2001;82 (n) Nishiyama Y., Sakaguchi S., Ishii Y. J. Synth. Org. Chem. Jpn. 58:2000;129.
7. For the chemistry of rare earth compounds, see for example: (a) Imamoto T. Lanthanides in Organic Synthesis. 1994;Academic, London, (b) Anwander R., Edelmann F.T., Herrmann W.A. Herrmann W.A. Topics in Current Chemistry. Vol. 179:1996;Springer, Berlin, (c) Herrmann W.A. Edelmann F.T. Synthetic Methods of Organometallic and Inorganic Chemistry. Vol. 6:1997;Thieme, Stuttgart, (d) Kobayashi S. Topics in Organometallic Chemistry. Vol. 2:1999;Springer, Berlin, (e) Imamoto T. Pure Appl. Chem. 62:1990;747 (f) Kobayashi S., Manabe K. Pure Appl. Chem. 72:2000;1373 (g) Kobayashi S., Manabe K. Acc. Chem. Res. 35: 2002;209 (h) Shibasaki M., Sasai H., Srai T. Angew. Chem., Int. Ed. 36: 1997;1236 (i) Shibasaki M., Yoshikawa N. Chem. Rev. 102:2002;2187 (j) Mikami K., Terada M., Matsuzawa H. Angew. Chem., Int. Ed. 41:2002;3554 (k) Taniguchi Y., Takaki K., Fujiwara Y. Rev. Heteroat. Chem. 12:1995;163 (l) Yasuda H., Ihara E., Fujimura T., Maeno Y., Ogata K., Sato Y., Desurmond G. J. Synth. Org. Chem. Jpn. 58:2000;1084 (m) Hou Z. J. Synth. Org. Chem. Jpn. 59:2001;82 (n) Nishiyama Y., Sakaguchi S., Ishii Y. J. Synth. Org. Chem. Jpn. 58:2000;129.
8. For the chemistry of rare earth compounds, see for example: (a) Imamoto T. Lanthanides in Organic Synthesis. 1994;Academic, London, (b) Anwander R., Edelmann F.T., Herrmann W.A. Herrmann W.A. Topics in Current Chemistry. Vol. 179:1996;Springer, Berlin, (c) Herrmann W.A. Edelmann F.T. Synthetic Methods of Organometallic and Inorganic Chemistry. Vol. 6:1997;Thieme, Stuttgart, (d) Kobayashi S. Topics in Organometallic Chemistry. Vol. 2:1999;Springer, Berlin, (e) Imamoto T. Pure Appl. Chem. 62:1990;747 (f) Kobayashi S., Manabe K. Pure Appl. Chem. 72:2000;1373 (g) Kobayashi S., Manabe K. Acc. Chem. Res. 35: 2002;209 (h) Shibasaki M., Sasai H., Srai T. Angew. Chem., Int. Ed. 36: 1997;1236 (i) Shibasaki M., Yoshikawa N. Chem. Rev. 102:2002;2187 (j) Mikami K., Terada M., Matsuzawa H. Angew. Chem., Int. Ed. 41:2002;3554 (k) Taniguchi Y., Takaki K., Fujiwara Y. Rev. Heteroat. Chem. 12:1995;163 (l) Yasuda H., Ihara E., Fujimura T., Maeno Y., Ogata K., Sato Y., Desurmond G. J. Synth. Org. Chem. Jpn. 58:2000;1084 (m) Hou Z. J. Synth. Org. Chem. Jpn. 59:2001;82 (n) Nishiyama Y., Sakaguchi S., Ishii Y. J. Synth. Org. Chem. Jpn. 58:2000;129.
9. For the chemistry of rare earth compounds, see for example: (a) Imamoto T. Lanthanides in Organic Synthesis. 1994;Academic, London, (b) Anwander R., Edelmann F.T., Herrmann W.A. Herrmann W.A. Topics in Current Chemistry. Vol. 179:1996;Springer, Berlin, (c) Herrmann W.A. Edelmann F.T. Synthetic Methods of Organometallic and Inorganic Chemistry. Vol. 6:1997;Thieme, Stuttgart, (d) Kobayashi S. Topics in Organometallic Chemistry. Vol. 2:1999;Springer, Berlin, (e) Imamoto T. Pure Appl. Chem. 62:1990;747 (f) Kobayashi S., Manabe K. Pure Appl. Chem. 72:2000;1373 (g) Kobayashi S., Manabe K. Acc. Chem. Res. 35: 2002;209 (h) Shibasaki M., Sasai H., Srai T. Angew. Chem., Int. Ed. 36: 1997;1236 (i) Shibasaki M., Yoshikawa N. Chem. Rev. 102:2002;2187 (j) Mikami K., Terada M., Matsuzawa H. Angew. Chem., Int. Ed. 41:2002;3554 (k) Taniguchi Y., Takaki K., Fujiwara Y. Rev. Heteroat. Chem. 12:1995;163 (l) Yasuda H., Ihara E., Fujimura T., Maeno Y., Ogata K., Sato Y., Desurmond G. J. Synth. Org. Chem. Jpn. 58:2000;1084 (m) Hou Z. J. Synth. Org. Chem. Jpn. 59:2001;82 (n) Nishiyama Y., Sakaguchi S., Ishii Y. J. Synth. Org. Chem. Jpn. 58:2000;129.
10. For the chemistry of rare earth compounds, see for example: (a) Imamoto T. Lanthanides in Organic Synthesis. 1994;Academic, London, (b) Anwander R., Edelmann F.T., Herrmann W.A. Herrmann W.A. Topics in Current Chemistry. Vol. 179:1996;Springer, Berlin, (c) Herrmann W.A. Edelmann F.T. Synthetic Methods of Organometallic and Inorganic Chemistry. Vol. 6:1997;Thieme, Stuttgart, (d) Kobayashi S. Topics in Organometallic Chemistry. Vol. 2:1999;Springer, Berlin, (e) Imamoto T. Pure Appl. Chem. 62:1990;747 (f) Kobayashi S., Manabe K. Pure Appl. Chem. 72:2000;1373 (g) Kobayashi S., Manabe K. Acc. Chem. Res. 35: 2002;209 (h) Shibasaki M., Sasai H., Srai T. Angew. Chem., Int. Ed. 36: 1997;1236 (i) Shibasaki M., Yoshikawa N. Chem. Rev. 102:2002;2187 (j) Mikami K., Terada M., Matsuzawa H. Angew. Chem., Int. Ed. 41:2002;3554 (k) Taniguchi Y., Takaki K., Fujiwara Y. Rev. Heteroat. Chem. 12:1995;163 (l) Yasuda H., Ihara E., Fujimura T., Maeno Y., Ogata K., Sato Y., Desurmond G. J. Synth. Org. Chem. Jpn. 58:2000;1084 (m) Hou Z. J. Synth. Org. Chem. Jpn. 59:2001;82 (n) Nishiyama Y., Sakaguchi S., Ishii Y. J. Synth. Org. Chem. Jpn. 58:2000;129.
11. For the chemistry of rare earth compounds, see for example: (a) Imamoto T. Lanthanides in Organic Synthesis. 1994;Academic, London, (b) Anwander R., Edelmann F.T., Herrmann W.A. Herrmann W.A. Topics in Current Chemistry. Vol. 179:1996;Springer, Berlin, (c) Herrmann W.A. Edelmann F.T. Synthetic Methods of Organometallic and Inorganic Chemistry. Vol. 6:1997;Thieme, Stuttgart, (d) Kobayashi S. Topics in Organometallic Chemistry. Vol. 2:1999;Springer, Berlin, (e) Imamoto T. Pure Appl. Chem. 62:1990;747 (f) Kobayashi S., Manabe K. Pure Appl. Chem. 72:2000;1373 (g) Kobayashi S., Manabe K. Acc. Chem. Res. 35: 2002;209 (h) Shibasaki M., Sasai H., Srai T. Angew. Chem., Int. Ed. 36: 1997;1236 (i) Shibasaki M., Yoshikawa N. Chem. Rev. 102:2002;2187 (j) Mikami K., Terada M., Matsuzawa H. Angew. Chem., Int. Ed. 41:2002;3554 (k) Taniguchi Y., Takaki K., Fujiwara Y. Rev. Heteroat. Chem. 12:1995;163 (l) Yasuda H., Ihara E., Fujimura T., Maeno Y., Ogata K., Sato Y., Desurmond G. J. Synth. Org. Chem. Jpn. 58:2000;1084 (m) Hou Z. J. Synth. Org. Chem. Jpn. 59:2001;82 (n) Nishiyama Y., Sakaguchi S., Ishii Y. J. Synth. Org. Chem. Jpn. 58:2000;129.
12. For the chemistry of rare earth compounds, see for example: (a) Imamoto T. Lanthanides in Organic Synthesis. 1994;Academic, London, (b) Anwander R., Edelmann F.T., Herrmann W.A. Herrmann W.A. Topics in Current Chemistry. Vol. 179:1996;Springer, Berlin, (c) Herrmann W.A. Edelmann F.T. Synthetic Methods of Organometallic and Inorganic Chemistry. Vol. 6:1997;Thieme, Stuttgart, (d) Kobayashi S. Topics in Organometallic Chemistry. Vol. 2:1999;Springer, Berlin, (e) Imamoto T. Pure Appl. Chem. 62:1990;747 (f) Kobayashi S., Manabe K. Pure Appl. Chem. 72:2000;1373 (g) Kobayashi S., Manabe K. Acc. Chem. Res. 35: 2002;209 (h) Shibasaki M., Sasai H., Srai T. Angew. Chem., Int. Ed. 36: 1997;1236 (i) Shibasaki M., Yoshikawa N. Chem. Rev. 102:2002;2187 (j) Mikami K., Terada M., Matsuzawa H. Angew. Chem., Int. Ed. 41:2002;3554 (k) Taniguchi Y., Takaki K., Fujiwara Y. Rev. Heteroat. Chem. 12:1995;163 (l) Yasuda H., Ihara E., Fujimura T., Maeno Y., Ogata K., Sato Y., Desurmond G. J. Synth. Org. Chem. Jpn. 58:2000;1084 (m) Hou Z. J. Synth. Org. Chem. Jpn. 59:2001;82 (n) Nishiyama Y., Sakaguchi S., Ishii Y. J. Synth. Org. Chem. Jpn. 58:2000;129.
13. For the chemistry of rare earth compounds, see for example: (a) Imamoto T. Lanthanides in Organic Synthesis. 1994;Academic, London, (b) Anwander R., Edelmann F.T., Herrmann W.A. Herrmann W.A. Topics in Current Chemistry. Vol. 179:1996;Springer, Berlin, (c) Herrmann W.A. Edelmann F.T. Synthetic Methods of Organometallic and Inorganic Chemistry. Vol. 6:1997;Thieme, Stuttgart, (d) Kobayashi S. Topics in Organometallic Chemistry. Vol. 2:1999;Springer, Berlin, (e) Imamoto T. Pure Appl. Chem. 62:1990;747 (f) Kobayashi S., Manabe K. Pure Appl. Chem. 72:2000;1373 (g) Kobayashi S., Manabe K. Acc. Chem. Res. 35: 2002;209 (h) Shibasaki M., Sasai H., Srai T. Angew. Chem., Int. Ed. 36: 1997;1236 (i) Shibasaki M., Yoshikawa N. Chem. Rev. 102:2002;2187 (j) Mikami K., Terada M., Matsuzawa H. Angew. Chem., Int. Ed. 41:2002;3554 (k) Taniguchi Y., Takaki K., Fujiwara Y. Rev. Heteroat. Chem. 12:1995;163 (l) Yasuda H., Ihara E., Fujimura T., Maeno Y., Ogata K., Sato Y., Desurmond G. J. Synth. Org. Chem. Jpn. 58:2000;1084 (m) Hou Z. J. Synth. Org. Chem. Jpn. 59:2001;82 (n) Nishiyama Y., Sakaguchi S., Ishii Y. J. Synth. Org. Chem. Jpn. 58:2000;129.
14. For the chemistry of rare earth compounds, see for example: (a) Imamoto T. Lanthanides in Organic Synthesis. 1994;Academic, London, (b) Anwander R., Edelmann F.T., Herrmann W.A. Herrmann W.A. Topics in Current Chemistry. Vol. 179:1996;Springer, Berlin, (c) Herrmann W.A. Edelmann F.T. Synthetic Methods of Organometallic and Inorganic Chemistry. Vol. 6:1997;Thieme, Stuttgart, (d) Kobayashi S. Topics in Organometallic Chemistry. Vol. 2:1999;Springer, Berlin, (e) Imamoto T. Pure Appl. Chem. 62:1990;747 (f) Kobayashi S., Manabe K. Pure Appl. Chem. 72:2000;1373 (g) Kobayashi S., Manabe K. Acc. Chem. Res. 35: 2002;209 (h) Shibasaki M., Sasai H., Srai T. Angew. Chem., Int. Ed. 36: 1997;1236 (i) Shibasaki M., Yoshikawa N. Chem. Rev. 102:2002;2187 (j) Mikami K., Terada M., Matsuzawa H. Angew. Chem., Int. Ed. 41:2002;3554 (k) Taniguchi Y., Takaki K., Fujiwara Y. Rev. Heteroat. Chem. 12:1995;163 (l) Yasuda H., Ihara E., Fujimura T., Maeno Y., Ogata K., Sato Y., Desurmond G. J. Synth. Org. Chem. Jpn. 58:2000;1084 (m) Hou Z. J. Synth. Org. Chem. Jpn. 59:2001;82 (n) Nishiyama Y., Sakaguchi S., Ishii Y. J. Synth. Org. Chem. Jpn. 58:2000;129.
15. For reviews concerning samarium diiodide, see for example: (a) Kagan H.B., Namy J.L., Girard P. Tetrahedron. 37:(Supplement No. 1):1981;175 (b) Kagan H.B., Namy J.L. Tetrahedron. 42:1986;6573 (c) Kagan H.B., Sasaki M., Collin J. Pure Appl. Chem. 60:1988;1725 (d) Kagan H.B. New J. Chem. 14:1990;453 (e) Molander G.A. Trost B.M., Fleming I. Comprehensive Organic Synthesis. Vol. 1:1991;251 Pergamon, Oxford, (f) Molander G.A. Chem. Rev. 92:1992;29 (g) Molander G.A. Org. React. 46:1994;211 (h) Murakami M., Ito Y. J. Organomet. Chem. 473:1994;93 (i) Molander G.A., Harris C.R. Chem. Rev. 96:1996;307 (j) Molander G.A., Harris C.R. Tetrahedron. 54:1998;3321 (k) Gu X., Curran D.P. Beller M., Bolm C. Transition Metals for Organic Synthesis. 1998;425 Wiley-VCH, Weinheim, (l) Kunishima M., Tani S. J. Synth. Org. Chem. Jpn. 57:1999;127 (m) Krief A., Laval A.M. Chem. Rev. 99:1999;745 (n) Steel P.G. J. Chem. Soc., Perkin Trans. 1. 2001;2727 (o) Sumino Y., Ogawa A. J. Synth. Org. Chem. Jpn. 61:2003;201.
16. For reviews concerning samarium diiodide, see for example: (a) Kagan H.B., Namy J.L., Girard P. Tetrahedron. 37:(Supplement No. 1):1981;175 (b) Kagan H.B., Namy J.L. Tetrahedron. 42:1986;6573 (c) Kagan H.B., Sasaki M., Collin J. Pure Appl. Chem. 60:1988;1725 (d) Kagan H.B. New J. Chem. 14:1990;453 (e) Molander G.A. Trost B.M., Fleming I. Comprehensive Organic Synthesis. Vol. 1:1991;251 Pergamon, Oxford, (f) Molander G.A. Chem. Rev. 92:1992;29 (g) Molander G.A. Org. React. 46:1994;211 (h) Murakami M., Ito Y. J. Organomet. Chem. 473:1994;93 (i) Molander G.A., Harris C.R. Chem. Rev. 96:1996;307 (j) Molander G.A., Harris C.R. Tetrahedron. 54:1998;3321 (k) Gu X., Curran D.P. Beller M., Bolm C. Transition Metals for Organic Synthesis. 1998;425 Wiley-VCH, Weinheim, (l) Kunishima M., Tani S. J. Synth. Org. Chem. Jpn. 57:1999;127 (m) Krief A., Laval A.M. Chem. Rev. 99:1999;745 (n) Steel P.G. J. Chem. Soc., Perkin Trans. 1. 2001;2727 (o) Sumino Y., Ogawa A. J. Synth. Org. Chem. Jpn. 61:2003;201.
17. For reviews concerning samarium diiodide, see for example: (a) Kagan H.B., Namy J.L., Girard P. Tetrahedron. 37:(Supplement No. 1):1981;175 (b) Kagan H.B., Namy J.L. Tetrahedron. 42:1986;6573 (c) Kagan H.B., Sasaki M., Collin J. Pure Appl. Chem. 60:1988;1725 (d) Kagan H.B. New J. Chem. 14:1990;453 (e) Molander G.A. Trost B.M., Fleming I. Comprehensive Organic Synthesis. Vol. 1:1991;251 Pergamon, Oxford, (f) Molander G.A. Chem. Rev. 92:1992;29 (g) Molander G.A. Org. React. 46:1994;211 (h) Murakami M., Ito Y. J. Organomet. Chem. 473:1994;93 (i) Molander G.A., Harris C.R. Chem. Rev. 96:1996;307 (j) Molander G.A., Harris C.R. Tetrahedron. 54:1998;3321 (k) Gu X., Curran D.P. Beller M., Bolm C. Transition Metals for Organic Synthesis. 1998;425 Wiley-VCH, Weinheim, (l) Kunishima M., Tani S. J. Synth. Org. Chem. Jpn. 57:1999;127 (m) Krief A., Laval A.M. Chem. Rev. 99:1999;745 (n) Steel P.G. J. Chem. Soc., Perkin Trans. 1. 2001;2727 (o) Sumino Y., Ogawa A. J. Synth. Org. Chem. Jpn. 61:2003;201.
18. For reviews concerning samarium diiodide, see for example: (a) Kagan H.B., Namy J.L., Girard P. Tetrahedron. 37:(Supplement No. 1):1981;175 (b) Kagan H.B., Namy J.L. Tetrahedron. 42:1986;6573 (c) Kagan H.B., Sasaki M., Collin J. Pure Appl. Chem. 60:1988;1725 (d) Kagan H.B. New J. Chem. 14:1990;453 (e) Molander G.A. Trost B.M., Fleming I. Comprehensive Organic Synthesis. Vol. 1:1991;251 Pergamon, Oxford, (f) Molander G.A. Chem. Rev. 92:1992;29 (g) Molander G.A. Org. React. 46:1994;211 (h) Murakami M., Ito Y. J. Organomet. Chem. 473:1994;93 (i) Molander G.A., Harris C.R. Chem. Rev. 96:1996;307 (j) Molander G.A., Harris C.R. Tetrahedron. 54:1998;3321 (k) Gu X., Curran D.P. Beller M., Bolm C. Transition Metals for Organic Synthesis. 1998;425 Wiley-VCH, Weinheim, (l) Kunishima M., Tani S. J. Synth. Org. Chem. Jpn. 57:1999;127 (m) Krief A., Laval A.M. Chem. Rev. 99:1999;745 (n) Steel P.G. J. Chem. Soc., Perkin Trans. 1. 2001;2727 (o) Sumino Y., Ogawa A. J. Synth. Org. Chem. Jpn. 61:2003;201.
19. For reviews concerning samarium diiodide, see for example: (a) Kagan H.B., Namy J.L., Girard P. Tetrahedron. 37:(Supplement No. 1):1981;175 (b) Kagan H.B., Namy J.L. Tetrahedron. 42:1986;6573 (c) Kagan H.B., Sasaki M., Collin J. Pure Appl. Chem. 60:1988;1725 (d) Kagan H.B. New J. Chem. 14:1990;453 (e) Molander G.A. Trost B.M., Fleming I. Comprehensive Organic Synthesis. Vol. 1:1991;251 Pergamon, Oxford, (f) Molander G.A. Chem. Rev. 92:1992;29 (g) Molander G.A. Org. React. 46:1994;211 (h) Murakami M., Ito Y. J. Organomet. Chem. 473:1994;93 (i) Molander G.A., Harris C.R. Chem. Rev. 96:1996;307 (j) Molander G.A., Harris C.R. Tetrahedron. 54:1998;3321 (k) Gu X., Curran D.P. Beller M., Bolm C. Transition Metals for Organic Synthesis. 1998;425 Wiley-VCH, Weinheim, (l) Kunishima M., Tani S. J. Synth. Org. Chem. Jpn. 57:1999;127 (m) Krief A., Laval A.M. Chem. Rev. 99:1999;745 (n) Steel P.G. J. Chem. Soc., Perkin Trans. 1. 2001;2727 (o) Sumino Y., Ogawa A. J. Synth. Org. Chem. Jpn. 61:2003;201.
20. For reviews concerning samarium diiodide, see for example: (a) Kagan H.B., Namy J.L., Girard P. Tetrahedron. 37:(Supplement No. 1):1981;175 (b) Kagan H.B., Namy J.L. Tetrahedron. 42:1986;6573 (c) Kagan H.B., Sasaki M., Collin J. Pure Appl. Chem. 60:1988;1725 (d) Kagan H.B. New J. Chem. 14:1990;453 (e) Molander G.A. Trost B.M., Fleming I. Comprehensive Organic Synthesis. Vol. 1:1991;251 Pergamon, Oxford, (f) Molander G.A. Chem. Rev. 92:1992;29 (g) Molander G.A. Org. React. 46:1994;211 (h) Murakami M., Ito Y. J. Organomet. Chem. 473:1994;93 (i) Molander G.A., Harris C.R. Chem. Rev. 96:1996;307 (j) Molander G.A., Harris C.R. Tetrahedron. 54:1998;3321 (k) Gu X., Curran D.P. Beller M., Bolm C. Transition Metals for Organic Synthesis. 1998;425 Wiley-VCH, Weinheim, (l) Kunishima M., Tani S. J. Synth. Org. Chem. Jpn. 57:1999;127 (m) Krief A., Laval A.M. Chem. Rev. 99:1999;745 (n) Steel P.G. J. Chem. Soc., Perkin Trans. 1. 2001;2727 (o) Sumino Y., Ogawa A. J. Synth. Org. Chem. Jpn. 61:2003;201.
21. For reviews concerning samarium diiodide, see for example: (a) Kagan H.B., Namy J.L., Girard P. Tetrahedron. 37:(Supplement No. 1):1981;175 (b) Kagan H.B., Namy J.L. Tetrahedron. 42:1986;6573 (c) Kagan H.B., Sasaki M., Collin J. Pure Appl. Chem. 60:1988;1725 (d) Kagan H.B. New J. Chem. 14:1990;453 (e) Molander G.A. Trost B.M., Fleming I. Comprehensive Organic Synthesis. Vol. 1:1991;251 Pergamon, Oxford, (f) Molander G.A. Chem. Rev. 92:1992;29 (g) Molander G.A. Org. React. 46:1994;211 (h) Murakami M., Ito Y. J. Organomet. Chem. 473:1994;93 (i) Molander G.A., Harris C.R. Chem. Rev. 96:1996;307 (j) Molander G.A., Harris C.R. Tetrahedron. 54:1998;3321 (k) Gu X., Curran D.P. Beller M., Bolm C. Transition Metals for Organic Synthesis. 1998;425 Wiley-VCH, Weinheim, (l) Kunishima M., Tani S. J. Synth. Org. Chem. Jpn. 57:1999;127 (m) Krief A., Laval A.M. Chem. Rev. 99:1999;745 (n) Steel P.G. J. Chem. Soc., Perkin Trans. 1. 2001;2727 (o) Sumino Y., Ogawa A. J. Synth. Org. Chem. Jpn. 61:2003;201.
22. For reviews concerning samarium diiodide, see for example: (a) Kagan H.B., Namy J.L., Girard P. Tetrahedron. 37:(Supplement No. 1):1981;175 (b) Kagan H.B., Namy J.L. Tetrahedron. 42:1986;6573 (c) Kagan H.B., Sasaki M., Collin J. Pure Appl. Chem. 60:1988;1725 (d) Kagan H.B. New J. Chem. 14:1990;453 (e) Molander G.A. Trost B.M., Fleming I. Comprehensive Organic Synthesis. Vol. 1:1991;251 Pergamon, Oxford, (f) Molander G.A. Chem. Rev. 92:1992;29 (g) Molander G.A. Org. React. 46:1994;211 (h) Murakami M., Ito Y. J. Organomet. Chem. 473:1994;93 (i) Molander G.A., Harris C.R. Chem. Rev. 96:1996;307 (j) Molander G.A., Harris C.R. Tetrahedron. 54:1998;3321 (k) Gu X., Curran D.P. Beller M., Bolm C. Transition Metals for Organic Synthesis. 1998;425 Wiley-VCH, Weinheim, (l) Kunishima M., Tani S. J. Synth. Org. Chem. Jpn. 57:1999;127 (m) Krief A., Laval A.M. Chem. Rev. 99:1999;745 (n) Steel P.G. J. Chem. Soc., Perkin Trans. 1. 2001;2727 (o) Sumino Y., Ogawa A. J. Synth. Org. Chem. Jpn. 61:2003;201.
23. For reviews concerning samarium diiodide, see for example: (a) Kagan H.B., Namy J.L., Girard P. Tetrahedron. 37:(Supplement No. 1):1981;175 (b) Kagan H.B., Namy J.L. Tetrahedron. 42:1986;6573 (c) Kagan H.B., Sasaki M., Collin J. Pure Appl. Chem. 60:1988;1725 (d) Kagan H.B. New J. Chem. 14:1990;453 (e) Molander G.A. Trost B.M., Fleming I. Comprehensive Organic Synthesis. Vol. 1:1991;251 Pergamon, Oxford, (f) Molander G.A. Chem. Rev. 92:1992;29 (g) Molander G.A. Org. React. 46:1994;211 (h) Murakami M., Ito Y. J. Organomet. Chem. 473:1994;93 (i) Molander G.A., Harris C.R. Chem. Rev. 96:1996;307 (j) Molander G.A., Harris C.R. Tetrahedron. 54:1998;3321 (k) Gu X., Curran D.P. Beller M., Bolm C. Transition Metals for Organic Synthesis. 1998;425 Wiley-VCH, Weinheim, (l) Kunishima M., Tani S. J. Synth. Org. Chem. Jpn. 57:1999;127 (m) Krief A., Laval A.M. Chem. Rev. 99:1999;745 (n) Steel P.G. J. Chem. Soc., Perkin Trans. 1. 2001;2727 (o) Sumino Y., Ogawa A. J. Synth. Org. Chem. Jpn. 61:2003;201.
24. For reviews concerning samarium diiodide, see for example: (a) Kagan H.B., Namy J.L., Girard P. Tetrahedron. 37:(Supplement No. 1):1981;175 (b) Kagan H.B., Namy J.L. Tetrahedron. 42:1986;6573 (c) Kagan H.B., Sasaki M., Collin J. Pure Appl. Chem. 60:1988;1725 (d) Kagan H.B. New J. Chem. 14:1990;453 (e) Molander G.A. Trost B.M., Fleming I. Comprehensive Organic Synthesis. Vol. 1:1991;251 Pergamon, Oxford, (f) Molander G.A. Chem. Rev. 92:1992;29 (g) Molander G.A. Org. React. 46:1994;211 (h) Murakami M., Ito Y. J. Organomet. Chem. 473:1994;93 (i) Molander G.A., Harris C.R. Chem. Rev. 96:1996;307 (j) Molander G.A., Harris C.R. Tetrahedron. 54:1998;3321 (k) Gu X., Curran D.P. Beller M., Bolm C. Transition Metals for Organic Synthesis. 1998;425 Wiley-VCH, Weinheim, (l) Kunishima M., Tani S. J. Synth. Org. Chem. Jpn. 57:1999;127 (m) Krief A., Laval A.M. Chem. Rev. 99:1999;745 (n) Steel P.G. J. Chem. Soc., Perkin Trans. 1. 2001;2727 (o) Sumino Y., Ogawa A. J. Synth. Org. Chem. Jpn. 61:2003;201.
25. For reviews concerning samarium diiodide, see for example: (a) Kagan H.B., Namy J.L., Girard P. Tetrahedron. 37:(Supplement No. 1):1981;175 (b) Kagan H.B., Namy J.L. Tetrahedron. 42:1986;6573 (c) Kagan H.B., Sasaki M., Collin J. Pure Appl. Chem. 60:1988;1725 (d) Kagan H.B. New J. Chem. 14:1990;453 (e) Molander G.A. Trost B.M., Fleming I. Comprehensive Organic Synthesis. Vol. 1:1991;251 Pergamon, Oxford, (f) Molander G.A. Chem. Rev. 92:1992;29 (g) Molander G.A. Org. React. 46:1994;211 (h) Murakami M., Ito Y. J. Organomet. Chem. 473:1994;93 (i) Molander G.A., Harris C.R. Chem. Rev. 96:1996;307 (j) Molander G.A., Harris C.R. Tetrahedron. 54:1998;3321 (k) Gu X., Curran D.P. Beller M., Bolm C. Transition Metals for Organic Synthesis. 1998;425 Wiley-VCH, Weinheim, (l) Kunishima M., Tani S. J. Synth. Org. Chem. Jpn. 57:1999;127 (m) Krief A., Laval A.M. Chem. Rev. 99:1999;745 (n) Steel P.G. J. Chem. Soc., Perkin Trans. 1. 2001;2727 (o) Sumino Y., Ogawa A. J. Synth. Org. Chem. Jpn. 61:2003;201.
26. For reviews concerning samarium diiodide, see for example: (a) Kagan H.B., Namy J.L., Girard P. Tetrahedron. 37:(Supplement No. 1):1981;175 (b) Kagan H.B., Namy J.L. Tetrahedron. 42:1986;6573 (c) Kagan H.B., Sasaki M., Collin J. Pure Appl. Chem. 60:1988;1725 (d) Kagan H.B. New J. Chem. 14:1990;453 (e) Molander G.A. Trost B.M., Fleming I. Comprehensive Organic Synthesis. Vol. 1:1991;251 Pergamon, Oxford, (f) Molander G.A. Chem. Rev. 92:1992;29 (g) Molander G.A. Org. React. 46:1994;211 (h) Murakami M., Ito Y. J. Organomet. Chem. 473:1994;93 (i) Molander G.A., Harris C.R. Chem. Rev. 96:1996;307 (j) Molander G.A., Harris C.R. Tetrahedron. 54:1998;3321 (k) Gu X., Curran D.P. Beller M., Bolm C. Transition Metals for Organic Synthesis. 1998;425 Wiley-VCH, Weinheim, (l) Kunishima M., Tani S. J. Synth. Org. Chem. Jpn. 57:1999;127 (m) Krief A., Laval A.M. Chem. Rev. 99:1999;745 (n) Steel P.G. J. Chem. Soc., Perkin Trans. 1. 2001;2727 (o) Sumino Y., Ogawa A. J. Synth. Org. Chem. Jpn. 61:2003;201.
27. For reviews concerning samarium diiodide, see for example: (a) Kagan H.B., Namy J.L., Girard P. Tetrahedron. 37:(Supplement No. 1):1981;175 (b) Kagan H.B., Namy J.L. Tetrahedron. 42:1986;6573 (c) Kagan H.B., Sasaki M., Collin J. Pure Appl. Chem. 60:1988;1725 (d) Kagan H.B. New J. Chem. 14:1990;453 (e) Molander G.A. Trost B.M., Fleming I. Comprehensive Organic Synthesis. Vol. 1:1991;251 Pergamon, Oxford, (f) Molander G.A. Chem. Rev. 92:1992;29 (g) Molander G.A. Org. React. 46:1994;211 (h) Murakami M., Ito Y. J. Organomet. Chem. 473:1994;93 (i) Molander G.A., Harris C.R. Chem. Rev. 96:1996;307 (j) Molander G.A., Harris C.R. Tetrahedron. 54:1998;3321 (k) Gu X., Curran D.P. Beller M., Bolm C. Transition Metals for Organic Synthesis. 1998;425 Wiley-VCH, Weinheim, (l) Kunishima M., Tani S. J. Synth. Org. Chem. Jpn. 57:1999;127 (m) Krief A., Laval A.M. Chem. Rev. 99:1999;745 (n) Steel P.G. J. Chem. Soc., Perkin Trans. 1. 2001;2727 (o) Sumino Y., Ogawa A. J. Synth. Org. Chem. Jpn. 61:2003;201.
28. For reviews concerning samarium diiodide, see for example: (a) Kagan H.B., Namy J.L., Girard P. Tetrahedron. 37:(Supplement No. 1):1981;175 (b) Kagan H.B., Namy J.L. Tetrahedron. 42:1986;6573 (c) Kagan H.B., Sasaki M., Collin J. Pure Appl. Chem. 60:1988;1725 (d) Kagan H.B. New J. Chem. 14:1990;453 (e) Molander G.A. Trost B.M., Fleming I. Comprehensive Organic Synthesis. Vol. 1:1991;251 Pergamon, Oxford, (f) Molander G.A. Chem. Rev. 92:1992;29 (g) Molander G.A. Org. React. 46:1994;211 (h) Murakami M., Ito Y. J. Organomet. Chem. 473:1994;93 (i) Molander G.A., Harris C.R. Chem. Rev. 96:1996;307 (j) Molander G.A., Harris C.R. Tetrahedron. 54:1998;3321 (k) Gu X., Curran D.P. Beller M., Bolm C. Transition Metals for Organic Synthesis. 1998;425 Wiley-VCH, Weinheim, (l) Kunishima M., Tani S. J. Synth. Org. Chem. Jpn. 57:1999;127 (m) Krief A., Laval A.M. Chem. Rev. 99:1999;745 (n) Steel P.G. J. Chem. Soc., Perkin Trans. 1. 2001;2727 (o) Sumino Y., Ogawa A. J. Synth. Org. Chem. Jpn. 61:2003;201.
29. For reviews concerning samarium diiodide, see for example: (a) Kagan H.B., Namy J.L., Girard P. Tetrahedron. 37:(Supplement No. 1):1981;175 (b) Kagan H.B., Namy J.L. Tetrahedron. 42:1986;6573 (c) Kagan H.B., Sasaki M., Collin J. Pure Appl. Chem. 60:1988;1725 (d) Kagan H.B. New J. Chem. 14:1990;453 (e) Molander G.A. Trost B.M., Fleming I. Comprehensive Organic Synthesis. Vol. 1:1991;251 Pergamon, Oxford, (f) Molander G.A. Chem. Rev. 92:1992;29 (g) Molander G.A. Org. React. 46:1994;211 (h) Murakami M., Ito Y. J. Organomet. Chem. 473:1994;93 (i) Molander G.A., Harris C.R. Chem. Rev. 96:1996;307 (j) Molander G.A., Harris C.R. Tetrahedron. 54:1998;3321 (k) Gu X., Curran D.P. Beller M., Bolm C. Transition Metals for Organic Synthesis. 1998;425 Wiley-VCH, Weinheim, (l) Kunishima M., Tani S. J. Synth. Org. Chem. Jpn. 57:1999;127 (m) Krief A., Laval A.M. Chem. Rev. 99:1999;745 (n) Steel P.G. J. Chem. Soc., Perkin Trans. 1. 2001;2727 (o) Sumino Y., Ogawa A. J. Synth. Org. Chem. Jpn. 61:2003;201.
30. (a) Molander G.A., Harring L.S. J. Org. Chem. 55:1990;6171
31. (b) Molander G.A., Kenny C. J. Org. Chem. 56:1991;1439
32. (c) Molander G.A., Huérou Y.L., Brown G.A. J. Org. Chem. 66:2001;4511.
33. (a) Curran D.P., Fevig T.L., Totleben M.J. Synlett. 1990;773
34. (b) Totleben M.J., Curran D.P., Wipf P. J. Org. Chem. 57:1992;1740
35. (c) Curran D.P., Totleben M.J. J. Am. Chem. Soc. 114:1992;6050
36. (d) Curran D.P., Fevig T.L., Jasperse C.P., Totleben M.J. Synlett. 1992;943
37. (e) Inanaga J., Ujikawa O., Yamaguchi M. Tetrahedron Lett. 32:1991;1737.
38. (a) Molander G.A., Etter J.B. J. Am. Chem. Soc. 109:1987;6556
39. (b) Moriya T., Handa Y., Inanaga J., Yamaguchi M. Tetrahedron Lett. 29:1988;6947
40. (c) Utimoto K., Matsubara S. J. Synth. Org. Chem. Jpn. 56:1998;908
41. (d) Fukuzawa S., Miura M., Matsuzawa H. Tetrahedron Lett. 42:2001;4167
42. (e) Molander G.A., Brown G.A., Storch de Gracia I. J. Org. Chem. 67:2002;3459.
43. (a) Namy J.L., Souppe J., Kagan H.B. Tetrahedron Lett. 24:1983;765
44. (b) Nishiyama Y., Shinomiya E., Kimura S., Itoh K., Sonoda N. Tetrahedron Lett. 39:1998;3705
45. (c) Mikami K., Oshiki T., Tani K. J. Org. Chem. 63:1998;7114
46. (d) Fukuzawa S., Tsuchimoto T., Kanai T. Chem. Lett. 1994;1981
47. (e) Ogawa A., Takeuchi H., Hirao T. Tetrahedron Lett. 40:1999;7113.
48. (a) Molander G.A., McKie J.A. J. Org. Chem. 57:1992;3132
49. (b) Molander G.A., Wolfe C.N. J. Org. Chem. 63:1998;9031
50. (c) Kakiuchi K., Fujioka Y., Yamamura H., Tsutsumi K., Morimoto T., Kurosawa H. Tetrahedron Lett. 42:2001;7595.
51. (a) Tabuchi T., Kawamura K., Inanaga J., Yamaguchi M. Tetrahedron Lett. 27:1986;3889
52. (b) Inanaga J., Yokoyama Y., Handa Y., Yamaguchi M. Tetrahedron Lett. 32:1991;6371
53. (c) Kito M., Sakai T., Shirahama H., Miyashita M., Matsuda F. Synlett. 1997;219
54. (d) Matsuda F., Sakai T., Okada N., Miyashita M. Tetrahedron Lett. 39:1998;863
55. (e) Matsuda F., Kito M., Sakai T., Okada N., Miyashita M., Shirahama H. Tetrahedron. 55:1999;14369
56. (f) Monovich L.G., Huérou Y.L., Ronn M., Molander G.A. J. Am. Chem. Soc. 122:2000;52
57. (g) Matsuda F. J. Synth. Org. Chem. Jpn. 59:2001;92.
58. (a) Shiina I., Uoto K., Mori N., Kosugi T., Mukaiyama T. Chem. Lett. 1995;181
59. (b) Swindell C.S., Fan W. J. Org. Chem. 61:1996;1109
60. (c) Yamada K., Tozawa T., Saitoh K., Mukaiyama T. Chem. Pharm. Bull. 45:1997;2113
61. (d) Mukaiyama T., Shiina I., Iwadare H., Saitoh M., Nishimura T., Ohkawa N., Sakoh H., Nishimura K., Tani Y., Hasegawa M., Yamada K., Saitoh K. Chem. Eur. J. 5:1999;121.
62. Njardarson J.T., Wood J.L. Org. Lett. 3:2001;2431.
63. (a) Kang H.Y., Cho Y.S., Koh H.Y., Chang M.H. Synth. Commun. 23:1993;2977.
64. (b) Jacobsen M.F., Turks M., Hazell R., Skrydstrup T. J. Org. Chem. 67:2002;2411.
65. Girard P., Namy J.L., Kagan H.B. J. Am. Chem. Soc. 102:1980;2693.
66. (a) Inanaga J., Ishikawa M., Yamaguchi M. Chem. Lett. 1987;1485
67. (b) Inanaga J. Rev. Heteroat. Chem. 3:1990;75
68. (c) Hou Z., Wakatsuki Y. J. Chem. Soc., Chem. Commun. 1994;1205.
69. (a) Miller R.S., Sealy J.M., Shabangi M., Kuhlman M.L., Fuchs J.R., Flowers R.A. II. J. Am. Chem. Soc. 122:2000;7718
70. (b) Prasad E., Flowers R.A. II. J. Am. Chem. Soc. 124:2002;6895.
71. Dahlén A., Hilmersson G. Tetrahedron Lett. 42:2001;5565.
72. Cabri W., Candiani I., Colombo M., Franzoi L., Bedeschi A. Tetrahedron Lett. 36:1995;949.
73. (a) Kamochi Y., Kudo T. Tetrahedron. 48:1992;4301
74. (b) Kamochi Y., Kudo T. Chem. Pharm. Bull. 42:1994;402
75. (c) Kamochi Y., Kudo T. Rev. Heteroat. Chem. 11:1994;165
76. (d) Studer A., Curran D.P. Synlett. 1996;255
77. (e) Holton R.A., Somoza C., Chai K.-B. Tetrahedron Lett. 35:1994;1665
78. (f) Georg G.I., Cheruvallath Z.S. J. Org. Chem. 59:1994;4015
79. (g) Inanaga J., Katsuki J., Yamaguchi M. Chem. Lett. 1991;1025.
80. (a) Fevig T.L., Elliott R.L., Curran D.P. J. Am. Chem. Soc. 110:1988;5064
81. (b) Curran D.P., Wolin R.L. Synlett. 1991;317
82. (c) Crombie L., Rainbow L.J. Tetrahedron Lett. 29:1988;6517
83. (d) Bennett S.M., Larouche D. Synlett. 1991;805
84. (e) Timberlake J.W., Chen T. Tetrahedron Lett. 35:1994;6043
85. (f) Kamochi Y., Kudo T. Tetrahedron Lett. 32:1991;3511
86. (g) Kamochi Y., Kudo T. Bull. Chem. Soc. Jpn. 65:1992;3049
87. (h) Kamochi Y., Kudo T. Tetrahedron Lett. 35:1994;4169
88. (i) Hojo M., Aihara H., Hosomi A. J. Am. Chem. Soc. 118:1996;3533.
89. (a) Hasegawa E., Curran D.P. J. Org. Chem. 58:1993;5008
90. (b) Schmalz H.-G., Siegel S., Bernicke D. Tetrahedron Lett. 39:1998;6683
91. (c) Hanessian S., Girard C. Synlett. 1994;861.
92. (a) Ogawa A., Takami N., Sekiguchi M., Ryu I., Kambe N., Sonoda N. J. Am. Chem. Soc. 114:1992;8729
93. (b) Ogawa A., Nanke T., Takami N., Sumino Y., Ryu I., Sonoda N. Chem. Lett. 1994;379
94. (c) Ogawa A., Nanke T., Takami N., Sekiguchi M., Kambe N., Sonoda N. Appl. Organomet. Chem. 9:1995;461
95. (d) Ogawa A., Takami N., Nanke T., Ohya S., Hirao T., Sonoda N. Tetrahedron. 53:1997;12895.
96. Tomisaka Y., Ogawa A. Kidorui. 2002;92.
97. (a) Molander G.A., McKie J.A. J. Org. Chem. 58:1993;7216
98. (b) Molander G.A., Shakya S.R. J. Org. Chem. 59:1994;3445.
99. (a) Machrouhi F., Hamann B., Namy J.-L., Kagan H.B. Synlett. 1996;633
100. (b) Machrouhi F., Namy J.-L. Tetrahedron Lett. 40:1999;1315.
101. Molander G.A., Harris C.R. J. Org. Chem. 62:1997;7418.
102. (a) Matsubara S., Horiuchi M., Takai K., Utimoto K. Chem. Lett. 1995;259
103. (b) Matsubara S., Yoshioka M., Utimoto K. Angew. Chem., Int Ed. Engl. 36:1997;617.
104. Inanaga J., Yokoyama Y., Baba Y., Yamaguchi M. Tetrahedron Lett. 32:1991;5559.
105. (a) Wipf P., Venkatraman S. J. Org. Chem. 58:1993;3455
106. (b) Berkowitz W.F., Yanzhong W. Tetrahedron Lett. 38:1997;3171.
107. (a) Tabuchi T., Inanaga J., Yamaguchi M. Tetrahedron Lett. 27:1986;601
108. (b) Yoshida A., Mikami K. Synlett. 1997;1375
109. (c) Inanaga J. Trend Org. Chem. 1:1990;23.
110. Corey E.J., Zheng G.Z. Tetrahedron Lett. 38:1997;2045.
111. Hélion F., Namy J.-L. J. Org. Chem. 64:1999;2944.
112. (a) Shabangi M., Sealy J.M., Fuchs J.R., Flowers R.A. II. Tetrahedron Lett. 39:1998;4429
113. (b) Kuhlman M.L., Flowers R.A. II. Tetrahedron Lett. 41:2000;8049.
114. (a) Ogawa A., Sumino Y., Nanke T., Ohya S., Sonoda N., Hirao T. J. Am. Chem. Soc. 119:1997;2745
115. (b) Ogawa A., Sumino Y., Nanke T., Ryu I., Kambe N., Sonoda N. Kidorui. 1995;338
116. (c) Ogawa A., Hirao T., Sumino Y., Sonoda N. Kidorui. 1996;298.
117. (a) Imamoto T., Tawarayama Y., Kusumoto T., Yokoyama M. J. Org. Synth. Chem. Jpn. 42:1984;143
118. (b) Skene W.G., Scaiano J.C., Cozens F.L. J. Org. Chem. 61:1996;7918.
119. (a) Molander G.A., Alonso-Alija C. J. Org. Chem. 63:1998;4366
120. (b) Molander G.A., Sono M. Tetrahedron. 54:1998;9289
121. (c) Molander G.A., Machrouhi F. J. Org. Chem. 64:1999;4119
122. (d) Molander G.A., Köllner C. J. Org. Chem. 65:2000;8333
123. (e) Molander G.A., St Jean D.J. Jr. J. Org. Chem. 67:2002;3861.
124. Ogawa A., Ohya S., Doi M., Sumino Y., Sonoda N., Hirao T. Tetrahedron Lett. 39:1998;6341.
125. Ogawa A., Ohya S., Sumino Y., Sonoda N., Hirao T. Tetrahedron Lett. 38:1997;9017.
126. (a) Namy J.L., Girard P., Kagan H.B., Caro P.E. New. J. Chem. 5:1981;479
127. (b) Okaue Y., Isobe T. Inorg. Chim. Acta. 144:1988;143.
128. Hasegawa E., Curran D.P. Tetrahedron Lett. 34:1993;1717.
129. Lusztyk J., Maillard B., Deycard S., Lindsay D.A., Ingold K.U. J. Org. Chem. 52:1987;3509.
130. Ogawa A., Ohya S., Hirao T. Chem. Lett. 1997;275.
131. (a) Murakami M., Kawano T., Ito Y. J. Am. Chem. Soc. 112:1990;2437
132. (b) Murakami M., Masuda H., Kawano T., Nakamura H., Ito Y. J. Org. Chem. 56:1991;1
133. (c) Murakami M., Ito H., Ito Y. J. Org. Chem. 58:1993;6766
134. (d) Murakami M., Kawano T., Ito H., Ito Y. J. Org. Chem. 58:1993;1458
135. (e) Murakami M., Hayashi M., Ito Y. Appl. Organomet. Chem. 9:1995;385.
136. Collin J., Dallemer F., Namy J.L., Kagan H.B. Tetrahedron Lett. 30:1989;7407.
137. (a) Ryu I., Sonoda N. Angew. Chem., Int. Ed. 35:1996;1050
138. (b) Ryu I., Sonoda N., Curran D.P. Chem. Rev. 96:1996;177.
139. (a) Ryu I., Kusano K., Yamazaki H., Sonoda N. J. Org. Chem. 56:1991;5003
140. (b) Ryu I., Yamazaki H., Kusano K., Ogawa A., Sonoda N. J. Am. Chem. Soc. 113:1991;8558
141. (c) Ryu I., Yamazaki H., Ogawa A., Kambe N., Sonoda N. J. Am. Chem. Soc. 115:1993;1187.
142. Souppe J., Namy J.L., Kagan H.B. Tetrahedron Lett. 25:1984;2869.
143. Kolobova N.E., Suleimanov G.Z., Kazimirchuk E.I., Khandozhko V.N., Mekhdiev R.Y., Lokshin B.V., Ezernitskaya M.G., Beletskaya I.P. Izv. Akad. Nauk SSSR, Ser. Khim. 1985;2833.
144. (a) Evans W.J., Grate J.W., Hughes L.A., Zhang H., Atwood J.L. J. Am. Chem. Soc. 107:1985;3728
145. (b) Evans W.J., Hughes L.A., Drummond D.K., Zhang H., Atwood J.L. J. Am. Chem. Soc. 108:1986;1722
146. (c) Evans W.J., Drummond D.K. J. Am. Chem. Soc. 110:1988;2772
147. (d) Evans W.J., Drummond D.K., Chamberlain L.R., Doedens R.J., Bott S.G., Zhang H., Atwood J.L. J. Am. Chem. Soc. 110:1988;4983.
148. (a) Ogawa A., Curran D.P. J. Org. Chem. 62:1997;450
149. (b) Hwang C.K., Li W.S., Nicolaou K.C. Tetrahedron Lett. 25:1984;2295.
150. Ogawa A. Yamamoto H., Oshima K. Main Group Metals in Organic Synthesis. Vol. 2:2003;Wiley-VCH, Weinheim. in press.
151. Ogawa A., Obayashi R., Sekiguchi M., Masawaki T., Kambe N., Sonoda N. Tetrahedron Lett. 33:1992;1329.
152. 2 gradually.