Asymmetric Allylation of Carbonyl Compounds with Tartrate-Modified Chiral Allylic Tin Reagents

Bulletin of the Chemical Society of Japan

Volumn 70, Issue 9, 1997, Pages 2301-2308

  Yamada, Koji ^a   Tozawa, Takashi ^a   Nishida, Minoru ^a   Mukaiyama, Teruaki ^a  

^a TOKYO UNIVERSITY OF SCIENCE   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0001255775     PISSN: 00092673     EISSN: None     Source Type: Journal    
DOI: 10.1246/bcsj.70.2301     Document Type: Article

References (58)

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35. Synthesis of enantiomerically enriched dimethyl citramalate and related compounds: a) K. Mori and K. Fukamatsu, Liebigs Ann. Chem., 1992, 1191; b) S. Yang, W. Hayden, K. Faber, and H. Griengl, Synthesis, 1992, 365; c) J. K. Whitesell, K. Nabona, and D. Deyo, J. Org. Chem., 54, 2258 (1989); d) S. Kobayashi, Y. Fujishita, and T. Mukaiyama, Chem. Lett., 1989, 2069; e) Y. Ito, M. Sawamura, H. Hamashima, T. Emura, and T. Hayashi, Tetrahedron Lett., 30, 4681 (1989); f) H. Wynberg and E. G. J. Staring, J. Org. Chem., 50, 1977 (1985); g) S. V. Frye and E. L. Eliel, Tetrahedron Lett., 26, 3907 (1985); h) G. Calderari and D. Seebach, Helv. Chim. Acta, 68, 1592 (1985); i) R. W. Stevens and T. Mukaiyama, Chem. Lett., 1983, 1799; j) I. Ojima, K. Yoshida, and S. Inaba, Chem. Lett., 1977, 429; k) H. K. Spencer and R. K. Hill, J. Org. Chem., 40, 217 (1975).
36. Synthesis of enantiomerically enriched dimethyl citramalate and related compounds: a) K. Mori and K. Fukamatsu, Liebigs Ann. Chem., 1992, 1191; b) S. Yang, W. Hayden, K. Faber, and H. Griengl, Synthesis, 1992, 365; c) J. K. Whitesell, K. Nabona, and D. Deyo, J. Org. Chem., 54, 2258 (1989); d) S. Kobayashi, Y. Fujishita, and T. Mukaiyama, Chem. Lett., 1989, 2069; e) Y. Ito, M. Sawamura, H. Hamashima, T. Emura, and T. Hayashi, Tetrahedron Lett., 30, 4681 (1989); f) H. Wynberg and E. G. J. Staring, J. Org. Chem., 50, 1977 (1985); g) S. V. Frye and E. L. Eliel, Tetrahedron Lett., 26, 3907 (1985); h) G. Calderari and D. Seebach, Helv. Chim. Acta, 68, 1592 (1985); i) R. W. Stevens and T. Mukaiyama, Chem. Lett., 1983, 1799; j) I. Ojima, K. Yoshida, and S. Inaba, Chem. Lett., 1977, 429; k) H. K. Spencer and R. K. Hill, J. Org. Chem., 40, 217 (1975).
37. Synthesis of enantiomerically enriched dimethyl citramalate and related compounds: a) K. Mori and K. Fukamatsu, Liebigs Ann. Chem., 1992, 1191; b) S. Yang, W. Hayden, K. Faber, and H. Griengl, Synthesis, 1992, 365; c) J. K. Whitesell, K. Nabona, and D. Deyo, J. Org. Chem., 54, 2258 (1989); d) S. Kobayashi, Y. Fujishita, and T. Mukaiyama, Chem. Lett., 1989, 2069; e) Y. Ito, M. Sawamura, H. Hamashima, T. Emura, and T. Hayashi, Tetrahedron Lett., 30, 4681 (1989); f) H. Wynberg and E. G. J. Staring, J. Org. Chem., 50, 1977 (1985); g) S. V. Frye and E. L. Eliel, Tetrahedron Lett., 26, 3907 (1985); h) G. Calderari and D. Seebach, Helv. Chim. Acta, 68, 1592 (1985); i) R. W. Stevens and T. Mukaiyama, Chem. Lett., 1983, 1799; j) I. Ojima, K. Yoshida, and S. Inaba, Chem. Lett., 1977, 429; k) H. K. Spencer and R. K. Hill, J. Org. Chem., 40, 217 (1975).
38. Synthesis of enantiomerically enriched dimethyl citramalate and related compounds: a) K. Mori and K. Fukamatsu, Liebigs Ann. Chem., 1992, 1191; b) S. Yang, W. Hayden, K. Faber, and H. Griengl, Synthesis, 1992, 365; c) J. K. Whitesell, K. Nabona, and D. Deyo, J. Org. Chem., 54, 2258 (1989); d) S. Kobayashi, Y. Fujishita, and T. Mukaiyama, Chem. Lett., 1989, 2069; e) Y. Ito, M. Sawamura, H. Hamashima, T. Emura, and T. Hayashi, Tetrahedron Lett., 30, 4681 (1989); f) H. Wynberg and E. G. J. Staring, J. Org. Chem., 50, 1977 (1985); g) S. V. Frye and E. L. Eliel, Tetrahedron Lett., 26, 3907 (1985); h) G. Calderari and D. Seebach, Helv. Chim. Acta, 68, 1592 (1985); i) R. W. Stevens and T. Mukaiyama, Chem. Lett., 1983, 1799; j) I. Ojima, K. Yoshida, and S. Inaba, Chem. Lett., 1977, 429; k) H. K. Spencer and R. K. Hill, J. Org. Chem., 40, 217 (1975).
39. Synthesis of enantiomerically enriched dimethyl citramalate and related compounds: a) K. Mori and K. Fukamatsu, Liebigs Ann. Chem., 1992, 1191; b) S. Yang, W. Hayden, K. Faber, and H. Griengl, Synthesis, 1992, 365; c) J. K. Whitesell, K. Nabona, and D. Deyo, J. Org. Chem., 54, 2258 (1989); d) S. Kobayashi, Y. Fujishita, and T. Mukaiyama, Chem. Lett., 1989, 2069; e) Y. Ito, M. Sawamura, H. Hamashima, T. Emura, and T. Hayashi, Tetrahedron Lett., 30, 4681 (1989); f) H. Wynberg and E. G. J. Staring, J. Org. Chem., 50, 1977 (1985); g) S. V. Frye and E. L. Eliel, Tetrahedron Lett., 26, 3907 (1985); h) G. Calderari and D. Seebach, Helv. Chim. Acta, 68, 1592 (1985); i) R. W. Stevens and T. Mukaiyama, Chem. Lett., 1983, 1799; j) I. Ojima, K. Yoshida, and S. Inaba, Chem. Lett., 1977, 429; k) H. K. Spencer and R. K. Hill, J. Org. Chem., 40, 217 (1975).
40. Synthesis of enantiomerically enriched dimethyl citramalate and related compounds: a) K. Mori and K. Fukamatsu, Liebigs Ann. Chem., 1992, 1191; b) S. Yang, W. Hayden, K. Faber, and H. Griengl, Synthesis, 1992, 365; c) J. K. Whitesell, K. Nabona, and D. Deyo, J. Org. Chem., 54, 2258 (1989); d) S. Kobayashi, Y. Fujishita, and T. Mukaiyama, Chem. Lett., 1989, 2069; e) Y. Ito, M. Sawamura, H. Hamashima, T. Emura, and T. Hayashi, Tetrahedron Lett., 30, 4681 (1989); f) H. Wynberg and E. G. J. Staring, J. Org. Chem., 50, 1977 (1985); g) S. V. Frye and E. L. Eliel, Tetrahedron Lett., 26, 3907 (1985); h) G. Calderari and D. Seebach, Helv. Chim. Acta, 68, 1592 (1985); i) R. W. Stevens and T. Mukaiyama, Chem. Lett., 1983, 1799; j) I. Ojima, K. Yoshida, and S. Inaba, Chem. Lett., 1977, 429; k) H. K. Spencer and R. K. Hill, J. Org. Chem., 40, 217 (1975).
41. Synthesis of enantiomerically enriched dimethyl citramalate and related compounds: a) K. Mori and K. Fukamatsu, Liebigs Ann. Chem., 1992, 1191; b) S. Yang, W. Hayden, K. Faber, and H. Griengl, Synthesis, 1992, 365; c) J. K. Whitesell, K. Nabona, and D. Deyo, J. Org. Chem., 54, 2258 (1989); d) S. Kobayashi, Y. Fujishita, and T. Mukaiyama, Chem. Lett., 1989, 2069; e) Y. Ito, M. Sawamura, H. Hamashima, T. Emura, and T. Hayashi, Tetrahedron Lett., 30, 4681 (1989); f) H. Wynberg and E. G. J. Staring, J. Org. Chem., 50, 1977 (1985); g) S. V. Frye and E. L. Eliel, Tetrahedron Lett., 26, 3907 (1985); h) G. Calderari and D. Seebach, Helv. Chim. Acta, 68, 1592 (1985); i) R. W. Stevens and T. Mukaiyama, Chem. Lett., 1983, 1799; j) I. Ojima, K. Yoshida, and S. Inaba, Chem. Lett., 1977, 429; k) H. K. Spencer and R. K. Hill, J. Org. Chem., 40, 217 (1975).
42. Synthesis of enantiomerically enriched dimethyl citramalate and related compounds: a) K. Mori and K. Fukamatsu, Liebigs Ann. Chem., 1992, 1191; b) S. Yang, W. Hayden, K. Faber, and H. Griengl, Synthesis, 1992, 365; c) J. K. Whitesell, K. Nabona, and D. Deyo, J. Org. Chem., 54, 2258 (1989); d) S. Kobayashi, Y. Fujishita, and T. Mukaiyama, Chem. Lett., 1989, 2069; e) Y. Ito, M. Sawamura, H. Hamashima, T. Emura, and T. Hayashi, Tetrahedron Lett., 30, 4681 (1989); f) H. Wynberg and E. G. J. Staring, J. Org. Chem., 50, 1977 (1985); g) S. V. Frye and E. L. Eliel, Tetrahedron Lett., 26, 3907 (1985); h) G. Calderari and D. Seebach, Helv. Chim. Acta, 68, 1592 (1985); i) R. W. Stevens and T. Mukaiyama, Chem. Lett., 1983, 1799; j) I. Ojima, K. Yoshida, and S. Inaba, Chem. Lett., 1977, 429; k) H. K. Spencer and R. K. Hill, J. Org. Chem., 40, 217 (1975).
43. Synthesis of enantiomerically enriched dimethyl citramalate and related compounds: a) K. Mori and K. Fukamatsu, Liebigs Ann. Chem., 1992, 1191; b) S. Yang, W. Hayden, K. Faber, and H. Griengl, Synthesis, 1992, 365; c) J. K. Whitesell, K. Nabona, and D. Deyo, J. Org. Chem., 54, 2258 (1989); d) S. Kobayashi, Y. Fujishita, and T. Mukaiyama, Chem. Lett., 1989, 2069; e) Y. Ito, M. Sawamura, H. Hamashima, T. Emura, and T. Hayashi, Tetrahedron Lett., 30, 4681 (1989); f) H. Wynberg and E. G. J. Staring, J. Org. Chem., 50, 1977 (1985); g) S. V. Frye and E. L. Eliel, Tetrahedron Lett., 26, 3907 (1985); h) G. Calderari and D. Seebach, Helv. Chim. Acta, 68, 1592 (1985); i) R. W. Stevens and T. Mukaiyama, Chem. Lett., 1983, 1799; j) I. Ojima, K. Yoshida, and S. Inaba, Chem. Lett., 1977, 429; k) H. K. Spencer and R. K. Hill, J. Org. Chem., 40, 217 (1975).
44. Synthesis of enantiomerically enriched dimethyl citramalate and related compounds: a) K. Mori and K. Fukamatsu, Liebigs Ann. Chem., 1992, 1191; b) S. Yang, W. Hayden, K. Faber, and H. Griengl, Synthesis, 1992, 365; c) J. K. Whitesell, K. Nabona, and D. Deyo, J. Org. Chem., 54, 2258 (1989); d) S. Kobayashi, Y. Fujishita, and T. Mukaiyama, Chem. Lett., 1989, 2069; e) Y. Ito, M. Sawamura, H. Hamashima, T. Emura, and T. Hayashi, Tetrahedron Lett., 30, 4681 (1989); f) H. Wynberg and E. G. J. Staring, J. Org. Chem., 50, 1977 (1985); g) S. V. Frye and E. L. Eliel, Tetrahedron Lett., 26, 3907 (1985); h) G. Calderari and D. Seebach, Helv. Chim. Acta, 68, 1592 (1985); i) R. W. Stevens and T. Mukaiyama, Chem. Lett., 1983, 1799; j) I. Ojima, K. Yoshida, and S. Inaba, Chem. Lett., 1977, 429; k) H. K. Spencer and R. K. Hill, J. Org. Chem., 40, 217 (1975).
45. Synthesis of enantiomerically enriched dimethyl citramalate and related compounds: a) K. Mori and K. Fukamatsu, Liebigs Ann. Chem., 1992, 1191; b) S. Yang, W. Hayden, K. Faber, and H. Griengl, Synthesis, 1992, 365; c) J. K. Whitesell, K. Nabona, and D. Deyo, J. Org. Chem., 54, 2258 (1989); d) S. Kobayashi, Y. Fujishita, and T. Mukaiyama, Chem. Lett., 1989, 2069; e) Y. Ito, M. Sawamura, H. Hamashima, T. Emura, and T. Hayashi, Tetrahedron Lett., 30, 4681 (1989); f) H. Wynberg and E. G. J. Staring, J. Org. Chem., 50, 1977 (1985); g) S. V. Frye and E. L. Eliel, Tetrahedron Lett., 26, 3907 (1985); h) G. Calderari and D. Seebach, Helv. Chim. Acta, 68, 1592 (1985); i) R. W. Stevens and T. Mukaiyama, Chem. Lett., 1983, 1799; j) I. Ojima, K. Yoshida, and S. Inaba, Chem. Lett., 1977, 429; k) H. K. Spencer and R. K. Hill, J. Org. Chem., 40, 217 (1975).
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48. 18i)
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