Enantioselective preparation of 3,4,5-trisubstituted 4,5-dihydroisoxazoles and their stereoselective elaboration of 5-side chain

Tetrahedron

Volumn 58, Issue 47, 2002, Pages 9613-9620

  Kamimura, Akio ^a   Kaneko, Yukio ^a   Ohta, Ayaki ^a   Matsuura, Kenji ^a   Fujimoto, Yasuo ^a   Kakehi, Akikazu ^b   Kanemasa, Shuji ^c  

^a YAMAGUCHI UNIVERSITY   (Japan)

^b SHINSHU UNIVERSITY   (Japan)

^c KYUSHU UNIVERSITY   (Japan)

Author keywords

Asymmetric synthesis; Cycloadditions; Enantioselection; Isoxazolines; Oxazines

Indexed keywords

ALCOHOL DERIVATIVE; ISOXAZOLE DERIVATIVE; LEWIS ACID; MAGNESIUM; NITRILE; OXAZINE DERIVATIVE; SILANE DERIVATIVE; TETRABUTYLAMMONIUM;

ALLYLATION; ARTICLE; CHIRALITY; CYCLOADDITION; DIASTEREOISOMER; ENANTIOSELECTIVITY; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; PRIORITY JOURNAL; RACEMIC MIXTURE; STEREOCHEMISTRY; SUBSTITUTION REACTION; SWERN OXIDATION;

EID: 0037131955     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4020(02)01255-3     Document Type: Article

References (58)

1. For reviews on the chemistry of 4,5-dihydroisoxazole, see: (a) Caramella P., Grünanger P. Padwa A., 1,3-Dipolar Cycloaddition Chemistry. Vol. 1:1984;Wiley, New York, (b) Jäger V., Grund H., Buß V., Schwab W., Müller I. Bull. Chem. Soc. Belg. 92:1983;1039-1054 (c) Kozikowski A.P. Acc. Chem. Res. 17:1984;410-416 (d) Jäger V., Grund H., Franz R., Ehrler R. Lect. Heterocycl. Chem. 8:1985;79-98 (e) Torssell K.B.G. Nitrile Oxides, Nitrones, and Nitronates in Organic Synthesis. 1988;VCH Verlaggesellschaft mbH, Weinheim, (f) Curran D.P. Curran D.P., Advances in Cycloaddition Chemistry. Vol. 1:1988;129 JAI, Greenwich, CT, (g) Annunziata R., Cinquini M., Cozzi F., Raimondi L. Gazz. Chim. Ital. 119:1989;253-269 (h) Padwa A., Schoffstall A.M. Curran D.P., Advances in Cycloaddition Chemistry. Vol. 2:1990;1 JAI, Greenwich, CT, (i) Kanemasa S., Tsuge O. Heterocycles. 30:1990;719-736 (j) Kamimura A. J. Synth. Org. Chem. Jpn. 50:1992;808-825 (k) Kanemasa S. J. Synth. Org. Chem. Jpn. 53:1995;104-115 (l) Inomata K., Ukaji Y. J. Synth. Org. Chem. Jpn. 56:1998;11-21.
2. For reviews on the chemistry of 4,5-dihydroisoxazole, see: (a) Caramella P., Grünanger P. Padwa A., 1,3-Dipolar Cycloaddition Chemistry. Vol. 1:1984;Wiley, New York, (b) Jäger V., Grund H., Buß V., Schwab W., Müller I. Bull. Chem. Soc. Belg. 92:1983;1039-1054 (c) Kozikowski A.P. Acc. Chem. Res. 17:1984;410-416 (d) Jäger V., Grund H., Franz R., Ehrler R. Lect. Heterocycl. Chem. 8:1985;79-98 (e) Torssell K.B.G. Nitrile Oxides, Nitrones, and Nitronates in Organic Synthesis. 1988;VCH Verlaggesellschaft mbH, Weinheim, (f) Curran D.P. Curran D.P., Advances in Cycloaddition Chemistry. Vol. 1:1988;129 JAI, Greenwich, CT, (g) Annunziata R., Cinquini M., Cozzi F., Raimondi L. Gazz. Chim. Ital. 119:1989;253-269 (h) Padwa A., Schoffstall A.M. Curran D.P., Advances in Cycloaddition Chemistry. Vol. 2:1990;1 JAI, Greenwich, CT, (i) Kanemasa S., Tsuge O. Heterocycles. 30:1990;719-736 (j) Kamimura A. J. Synth. Org. Chem. Jpn. 50:1992;808-825 (k) Kanemasa S. J. Synth. Org. Chem. Jpn. 53:1995;104-115 (l) Inomata K., Ukaji Y. J. Synth. Org. Chem. Jpn. 56:1998;11-21.
3. For reviews on the chemistry of 4,5-dihydroisoxazole, see: (a) Caramella P., Grünanger P. Padwa A., 1,3-Dipolar Cycloaddition Chemistry. Vol. 1:1984;Wiley, New York, (b) Jäger V., Grund H., Buß V., Schwab W., Müller I. Bull. Chem. Soc. Belg. 92:1983;1039-1054 (c) Kozikowski A.P. Acc. Chem. Res. 17:1984;410-416 (d) Jäger V., Grund H., Franz R., Ehrler R. Lect. Heterocycl. Chem. 8:1985;79-98 (e) Torssell K.B.G. Nitrile Oxides, Nitrones, and Nitronates in Organic Synthesis. 1988;VCH Verlaggesellschaft mbH, Weinheim, (f) Curran D.P. Curran D.P., Advances in Cycloaddition Chemistry. Vol. 1:1988;129 JAI, Greenwich, CT, (g) Annunziata R., Cinquini M., Cozzi F., Raimondi L. Gazz. Chim. Ital. 119:1989;253-269 (h) Padwa A., Schoffstall A.M. Curran D.P., Advances in Cycloaddition Chemistry. Vol. 2:1990;1 JAI, Greenwich, CT, (i) Kanemasa S., Tsuge O. Heterocycles. 30:1990;719-736 (j) Kamimura A. J. Synth. Org. Chem. Jpn. 50:1992;808-825 (k) Kanemasa S. J. Synth. Org. Chem. Jpn. 53:1995;104-115 (l) Inomata K., Ukaji Y. J. Synth. Org. Chem. Jpn. 56:1998;11-21.
4. For reviews on the chemistry of 4,5-dihydroisoxazole, see: (a) Caramella P., Grünanger P. Padwa A., 1,3-Dipolar Cycloaddition Chemistry. Vol. 1:1984;Wiley, New York, (b) Jäger V., Grund H., Buß V., Schwab W., Müller I. Bull. Chem. Soc. Belg. 92:1983;1039-1054 (c) Kozikowski A.P. Acc. Chem. Res. 17:1984;410-416 (d) Jäger V., Grund H., Franz R., Ehrler R. Lect. Heterocycl. Chem. 8:1985;79-98 (e) Torssell K.B.G. Nitrile Oxides, Nitrones, and Nitronates in Organic Synthesis. 1988;VCH Verlaggesellschaft mbH, Weinheim, (f) Curran D.P. Curran D.P., Advances in Cycloaddition Chemistry. Vol. 1:1988;129 JAI, Greenwich, CT, (g) Annunziata R., Cinquini M., Cozzi F., Raimondi L. Gazz. Chim. Ital. 119:1989;253-269 (h) Padwa A., Schoffstall A.M. Curran D.P., Advances in Cycloaddition Chemistry. Vol. 2:1990;1 JAI, Greenwich, CT, (i) Kanemasa S., Tsuge O. Heterocycles. 30:1990;719-736 (j) Kamimura A. J. Synth. Org. Chem. Jpn. 50:1992;808-825 (k) Kanemasa S. J. Synth. Org. Chem. Jpn. 53:1995;104-115 (l) Inomata K., Ukaji Y. J. Synth. Org. Chem. Jpn. 56:1998;11-21.
5. For reviews on the chemistry of 4,5-dihydroisoxazole, see: (a) Caramella P., Grünanger P. Padwa A., 1,3-Dipolar Cycloaddition Chemistry. Vol. 1:1984;Wiley, New York, (b) Jäger V., Grund H., Buß V., Schwab W., Müller I. Bull. Chem. Soc. Belg. 92:1983;1039-1054 (c) Kozikowski A.P. Acc. Chem. Res. 17:1984;410-416 (d) Jäger V., Grund H., Franz R., Ehrler R. Lect. Heterocycl. Chem. 8:1985;79-98 (e) Torssell K.B.G. Nitrile Oxides, Nitrones, and Nitronates in Organic Synthesis. 1988;VCH Verlaggesellschaft mbH, Weinheim, (f) Curran D.P. Curran D.P., Advances in Cycloaddition Chemistry. Vol. 1:1988;129 JAI, Greenwich, CT, (g) Annunziata R., Cinquini M., Cozzi F., Raimondi L. Gazz. Chim. Ital. 119:1989;253-269 (h) Padwa A., Schoffstall A.M. Curran D.P., Advances in Cycloaddition Chemistry. Vol. 2:1990;1 JAI, Greenwich, CT, (i) Kanemasa S., Tsuge O. Heterocycles. 30:1990;719-736 (j) Kamimura A. J. Synth. Org. Chem. Jpn. 50:1992;808-825 (k) Kanemasa S. J. Synth. Org. Chem. Jpn. 53:1995;104-115 (l) Inomata K., Ukaji Y. J. Synth. Org. Chem. Jpn. 56:1998;11-21.
6. For reviews on the chemistry of 4,5-dihydroisoxazole, see: (a) Caramella P., Grünanger P. Padwa A., 1,3-Dipolar Cycloaddition Chemistry. Vol. 1:1984;Wiley, New York, (b) Jäger V., Grund H., Buß V., Schwab W., Müller I. Bull. Chem. Soc. Belg. 92:1983;1039-1054 (c) Kozikowski A.P. Acc. Chem. Res. 17:1984;410-416 (d) Jäger V., Grund H., Franz R., Ehrler R. Lect. Heterocycl. Chem. 8:1985;79-98 (e) Torssell K.B.G. Nitrile Oxides, Nitrones, and Nitronates in Organic Synthesis. 1988;VCH Verlaggesellschaft mbH, Weinheim, (f) Curran D.P. Curran D.P., Advances in Cycloaddition Chemistry. Vol. 1:1988;129 JAI, Greenwich, CT, (g) Annunziata R., Cinquini M., Cozzi F., Raimondi L. Gazz. Chim. Ital. 119:1989;253-269 (h) Padwa A., Schoffstall A.M. Curran D.P., Advances in Cycloaddition Chemistry. Vol. 2:1990;1 JAI, Greenwich, CT, (i) Kanemasa S., Tsuge O. Heterocycles. 30:1990;719-736 (j) Kamimura A. J. Synth. Org. Chem. Jpn. 50:1992;808-825 (k) Kanemasa S. J. Synth. Org. Chem. Jpn. 53:1995;104-115 (l) Inomata K., Ukaji Y. J. Synth. Org. Chem. Jpn. 56:1998;11-21.
7. For reviews on the chemistry of 4,5-dihydroisoxazole, see: (a) Caramella P., Grünanger P. Padwa A., 1,3-Dipolar Cycloaddition Chemistry. Vol. 1:1984;Wiley, New York, (b) Jäger V., Grund H., Buß V., Schwab W., Müller I. Bull. Chem. Soc. Belg. 92:1983;1039-1054 (c) Kozikowski A.P. Acc. Chem. Res. 17:1984;410-416 (d) Jäger V., Grund H., Franz R., Ehrler R. Lect. Heterocycl. Chem. 8:1985;79-98 (e) Torssell K.B.G. Nitrile Oxides, Nitrones, and Nitronates in Organic Synthesis. 1988;VCH Verlaggesellschaft mbH, Weinheim, (f) Curran D.P. Curran D.P., Advances in Cycloaddition Chemistry. Vol. 1:1988;129 JAI, Greenwich, CT, (g) Annunziata R., Cinquini M., Cozzi F., Raimondi L. Gazz. Chim. Ital. 119:1989;253-269 (h) Padwa A., Schoffstall A.M. Curran D.P., Advances in Cycloaddition Chemistry. Vol. 2:1990;1 JAI, Greenwich, CT, (i) Kanemasa S., Tsuge O. Heterocycles. 30:1990;719-736 (j) Kamimura A. J. Synth. Org. Chem. Jpn. 50:1992;808-825 (k) Kanemasa S. J. Synth. Org. Chem. Jpn. 53:1995;104-115 (l) Inomata K., Ukaji Y. J. Synth. Org. Chem. Jpn. 56:1998;11-21.
8. For reviews on the chemistry of 4,5-dihydroisoxazole, see: (a) Caramella P., Grünanger P. Padwa A., 1,3-Dipolar Cycloaddition Chemistry. Vol. 1:1984;Wiley, New York, (b) Jäger V., Grund H., Buß V., Schwab W., Müller I. Bull. Chem. Soc. Belg. 92:1983;1039-1054 (c) Kozikowski A.P. Acc. Chem. Res. 17:1984;410-416 (d) Jäger V., Grund H., Franz R., Ehrler R. Lect. Heterocycl. Chem. 8:1985;79-98 (e) Torssell K.B.G. Nitrile Oxides, Nitrones, and Nitronates in Organic Synthesis. 1988;VCH Verlaggesellschaft mbH, Weinheim, (f) Curran D.P. Curran D.P., Advances in Cycloaddition Chemistry. Vol. 1:1988;129 JAI, Greenwich, CT, (g) Annunziata R., Cinquini M., Cozzi F., Raimondi L. Gazz. Chim. Ital. 119:1989;253-269 (h) Padwa A., Schoffstall A.M. Curran D.P., Advances in Cycloaddition Chemistry. Vol. 2:1990;1 JAI, Greenwich, CT, (i) Kanemasa S., Tsuge O. Heterocycles. 30:1990;719-736 (j) Kamimura A. J. Synth. Org. Chem. Jpn. 50:1992;808-825 (k) Kanemasa S. J. Synth. Org. Chem. Jpn. 53:1995;104-115 (l) Inomata K., Ukaji Y. J. Synth. Org. Chem. Jpn. 56:1998;11-21.
9. For reviews on the chemistry of 4,5-dihydroisoxazole, see: (a) Caramella P., Grünanger P. Padwa A., 1,3-Dipolar Cycloaddition Chemistry. Vol. 1:1984;Wiley, New York, (b) Jäger V., Grund H., Buß V., Schwab W., Müller I. Bull. Chem. Soc. Belg. 92:1983;1039-1054 (c) Kozikowski A.P. Acc. Chem. Res. 17:1984;410-416 (d) Jäger V., Grund H., Franz R., Ehrler R. Lect. Heterocycl. Chem. 8:1985;79-98 (e) Torssell K.B.G. Nitrile Oxides, Nitrones, and Nitronates in Organic Synthesis. 1988;VCH Verlaggesellschaft mbH, Weinheim, (f) Curran D.P. Curran D.P., Advances in Cycloaddition Chemistry. Vol. 1:1988;129 JAI, Greenwich, CT, (g) Annunziata R., Cinquini M., Cozzi F., Raimondi L. Gazz. Chim. Ital. 119:1989;253-269 (h) Padwa A., Schoffstall A.M. Curran D.P., Advances in Cycloaddition Chemistry. Vol. 2:1990;1 JAI, Greenwich, CT, (i) Kanemasa S., Tsuge O. Heterocycles. 30:1990;719-736 (j) Kamimura A. J. Synth. Org. Chem. Jpn. 50:1992;808-825 (k) Kanemasa S. J. Synth. Org. Chem. Jpn. 53:1995;104-115 (l) Inomata K., Ukaji Y. J. Synth. Org. Chem. Jpn. 56:1998;11-21.
10. For reviews on the chemistry of 4,5-dihydroisoxazole, see: (a) Caramella P., Grünanger P. Padwa A., 1,3-Dipolar Cycloaddition Chemistry. Vol. 1:1984;Wiley, New York, (b) Jäger V., Grund H., Buß V., Schwab W., Müller I. Bull. Chem. Soc. Belg. 92:1983;1039-1054 (c) Kozikowski A.P. Acc. Chem. Res. 17:1984;410-416 (d) Jäger V., Grund H., Franz R., Ehrler R. Lect. Heterocycl. Chem. 8:1985;79-98 (e) Torssell K.B.G. Nitrile Oxides, Nitrones, and Nitronates in Organic Synthesis. 1988;VCH Verlaggesellschaft mbH, Weinheim, (f) Curran D.P. Curran D.P., Advances in Cycloaddition Chemistry. Vol. 1:1988;129 JAI, Greenwich, CT, (g) Annunziata R., Cinquini M., Cozzi F., Raimondi L. Gazz. Chim. Ital. 119:1989;253-269 (h) Padwa A., Schoffstall A.M. Curran D.P., Advances in Cycloaddition Chemistry. Vol. 2:1990;1 JAI, Greenwich, CT, (i) Kanemasa S., Tsuge O. Heterocycles. 30:1990;719-736 (j) Kamimura A. J. Synth. Org. Chem. Jpn. 50:1992;808-825 (k) Kanemasa S. J. Synth. Org. Chem. Jpn. 53:1995;104-115 (l) Inomata K., Ukaji Y. J. Synth. Org. Chem. Jpn. 56:1998;11-21.
11. For reviews on the chemistry of 4,5-dihydroisoxazole, see: (a) Caramella P., Grünanger P. Padwa A., 1,3-Dipolar Cycloaddition Chemistry. Vol. 1:1984;Wiley, New York, (b) Jäger V., Grund H., Buß V., Schwab W., Müller I. Bull. Chem. Soc. Belg. 92:1983;1039-1054 (c) Kozikowski A.P. Acc. Chem. Res. 17:1984;410-416 (d) Jäger V., Grund H., Franz R., Ehrler R. Lect. Heterocycl. Chem. 8:1985;79-98 (e) Torssell K.B.G. Nitrile Oxides, Nitrones, and Nitronates in Organic Synthesis. 1988;VCH Verlaggesellschaft mbH, Weinheim, (f) Curran D.P. Curran D.P., Advances in Cycloaddition Chemistry. Vol. 1:1988;129 JAI, Greenwich, CT, (g) Annunziata R., Cinquini M., Cozzi F., Raimondi L. Gazz. Chim. Ital. 119:1989;253-269 (h) Padwa A., Schoffstall A.M. Curran D.P., Advances in Cycloaddition Chemistry. Vol. 2:1990;1 JAI, Greenwich, CT, (i) Kanemasa S., Tsuge O. Heterocycles. 30:1990;719-736 (j) Kamimura A. J. Synth. Org. Chem. Jpn. 50:1992;808-825 (k) Kanemasa S. J. Synth. Org. Chem. Jpn. 53:1995;104-115 (l) Inomata K., Ukaji Y. J. Synth. Org. Chem. Jpn. 56:1998;11-21.
12. For reviews on the chemistry of 4,5-dihydroisoxazole, see: (a) Caramella P., Grünanger P. Padwa A., 1,3-Dipolar Cycloaddition Chemistry. Vol. 1:1984;Wiley, New York, (b) Jäger V., Grund H., Buß V., Schwab W., Müller I. Bull. Chem. Soc. Belg. 92:1983;1039-1054 (c) Kozikowski A.P. Acc. Chem. Res. 17:1984;410-416 (d) Jäger V., Grund H., Franz R., Ehrler R. Lect. Heterocycl. Chem. 8:1985;79-98 (e) Torssell K.B.G. Nitrile Oxides, Nitrones, and Nitronates in Organic Synthesis. 1988;VCH Verlaggesellschaft mbH, Weinheim, (f) Curran D.P. Curran D.P., Advances in Cycloaddition Chemistry. Vol. 1:1988;129 JAI, Greenwich, CT, (g) Annunziata R., Cinquini M., Cozzi F., Raimondi L. Gazz. Chim. Ital. 119:1989;253-269 (h) Padwa A., Schoffstall A.M. Curran D.P., Advances in Cycloaddition Chemistry. Vol. 2:1990;1 JAI, Greenwich, CT, (i) Kanemasa S., Tsuge O. Heterocycles. 30:1990;719-736 (j) Kamimura A. J. Synth. Org. Chem. Jpn. 50:1992;808-825 (k) Kanemasa S. J. Synth. Org. Chem. Jpn. 53:1995;104-115 (l) Inomata K., Ukaji Y. J. Synth. Org. Chem. Jpn. 56:1998;11-21.
13. Recent examples: (a) Bode J.W., Carreira E.M. J. Org. Chem. 66:2001;6410-6424 (b) Bode J.W., Carreira E.M. J. Am. Chem. Soc. 123:2001;3611-3612 (c) Kim D., Lee J., Shim P.J., Lim J.I., Doi T., Kim S. J. Org. Chem. 67:2002;772-781 (d) Kim D., Lee J., Shim P.J., Lim J.I., Jo H., Kim S. J. Org. Chem. 67:2002;764-771 (e) Aungst R.A. Jr., Chan C., Funk R.L. Org. Lett. 3:2001;2611-2613 (f) Smith A.L., Pitsions E.N., Hwang C.K., Mizuno Y., Saimoto H., Scariato G.R., Suzuki T., Nicolaou K.C. J. Am. Chem. Soc. 115:1993;7612-7624 (g) Smith A.L., Hwang C.K., Pitsions E., Scariato G.R., Nicolaou K.C. J. Am. Chem. Soc. 114:1992;3134-3136.
14. Recent examples: (a) Bode J.W., Carreira E.M. J. Org. Chem. 66:2001;6410-6424 (b) Bode J.W., Carreira E.M. J. Am. Chem. Soc. 123:2001;3611-3612 (c) Kim D., Lee J., Shim P.J., Lim J.I., Doi T., Kim S. J. Org. Chem. 67:2002;772-781 (d) Kim D., Lee J., Shim P.J., Lim J.I., Jo H., Kim S. J. Org. Chem. 67:2002;764-771 (e) Aungst R.A. Jr., Chan C., Funk R.L. Org. Lett. 3:2001;2611-2613 (f) Smith A.L., Pitsions E.N., Hwang C.K., Mizuno Y., Saimoto H., Scariato G.R., Suzuki T., Nicolaou K.C. J. Am. Chem. Soc. 115:1993;7612-7624 (g) Smith A.L., Hwang C.K., Pitsions E., Scariato G.R., Nicolaou K.C. J. Am. Chem. Soc. 114:1992;3134-3136.
15. Recent examples: (a) Bode J.W., Carreira E.M. J. Org. Chem. 66:2001;6410-6424 (b) Bode J.W., Carreira E.M. J. Am. Chem. Soc. 123:2001;3611-3612 (c) Kim D., Lee J., Shim P.J., Lim J.I., Doi T., Kim S. J. Org. Chem. 67:2002;772-781 (d) Kim D., Lee J., Shim P.J., Lim J.I., Jo H., Kim S. J. Org. Chem. 67:2002;764-771 (e) Aungst R.A. Jr., Chan C., Funk R.L. Org. Lett. 3:2001;2611-2613 (f) Smith A.L., Pitsions E.N., Hwang C.K., Mizuno Y., Saimoto H., Scariato G.R., Suzuki T., Nicolaou K.C. J. Am. Chem. Soc. 115:1993;7612-7624 (g) Smith A.L., Hwang C.K., Pitsions E., Scariato G.R., Nicolaou K.C. J. Am. Chem. Soc. 114:1992;3134-3136.
16. Recent examples: (a) Bode J.W., Carreira E.M. J. Org. Chem. 66:2001;6410-6424 (b) Bode J.W., Carreira E.M. J. Am. Chem. Soc. 123:2001;3611-3612 (c) Kim D., Lee J., Shim P.J., Lim J.I., Doi T., Kim S. J. Org. Chem. 67:2002;772-781 (d) Kim D., Lee J., Shim P.J., Lim J.I., Jo H., Kim S. J. Org. Chem. 67:2002;764-771 (e) Aungst R.A. Jr., Chan C., Funk R.L. Org. Lett. 3:2001;2611-2613 (f) Smith A.L., Pitsions E.N., Hwang C.K., Mizuno Y., Saimoto H., Scariato G.R., Suzuki T., Nicolaou K.C. J. Am. Chem. Soc. 115:1993;7612-7624 (g) Smith A.L., Hwang C.K., Pitsions E., Scariato G.R., Nicolaou K.C. J. Am. Chem. Soc. 114:1992;3134-3136.
17. Recent examples: (a) Bode J.W., Carreira E.M. J. Org. Chem. 66:2001;6410-6424 (b) Bode J.W., Carreira E.M. J. Am. Chem. Soc. 123:2001;3611-3612 (c) Kim D., Lee J., Shim P.J., Lim J.I., Doi T., Kim S. J. Org. Chem. 67:2002;772-781 (d) Kim D., Lee J., Shim P.J., Lim J.I., Jo H., Kim S. J. Org. Chem. 67:2002;764-771 (e) Aungst R.A. Jr., Chan C., Funk R.L. Org. Lett. 3:2001;2611-2613 (f) Smith A.L., Pitsions E.N., Hwang C.K., Mizuno Y., Saimoto H., Scariato G.R., Suzuki T., Nicolaou K.C. J. Am. Chem. Soc. 115:1993;7612-7624 (g) Smith A.L., Hwang C.K., Pitsions E., Scariato G.R., Nicolaou K.C. J. Am. Chem. Soc. 114:1992;3134-3136.
18. Recent examples: (a) Bode J.W., Carreira E.M. J. Org. Chem. 66:2001;6410-6424 (b) Bode J.W., Carreira E.M. J. Am. Chem. Soc. 123:2001;3611-3612 (c) Kim D., Lee J., Shim P.J., Lim J.I., Doi T., Kim S. J. Org. Chem. 67:2002;772-781 (d) Kim D., Lee J., Shim P.J., Lim J.I., Jo H., Kim S. J. Org. Chem. 67:2002;764-771 (e) Aungst R.A. Jr., Chan C., Funk R.L. Org. Lett. 3:2001;2611-2613 (f) Smith A.L., Pitsions E.N., Hwang C.K., Mizuno Y., Saimoto H., Scariato G.R., Suzuki T., Nicolaou K.C. J. Am. Chem. Soc. 115:1993;7612-7624 (g) Smith A.L., Hwang C.K., Pitsions E., Scariato G.R., Nicolaou K.C. J. Am. Chem. Soc. 114:1992;3134-3136.
19. Recent examples: (a) Bode J.W., Carreira E.M. J. Org. Chem. 66:2001;6410-6424 (b) Bode J.W., Carreira E.M. J. Am. Chem. Soc. 123:2001;3611-3612 (c) Kim D., Lee J., Shim P.J., Lim J.I., Doi T., Kim S. J. Org. Chem. 67:2002;772-781 (d) Kim D., Lee J., Shim P.J., Lim J.I., Jo H., Kim S. J. Org. Chem. 67:2002;764-771 (e) Aungst R.A. Jr., Chan C., Funk R.L. Org. Lett. 3:2001;2611-2613 (f) Smith A.L., Pitsions E.N., Hwang C.K., Mizuno Y., Saimoto H., Scariato G.R., Suzuki T., Nicolaou K.C. J. Am. Chem. Soc. 115:1993;7612-7624 (g) Smith A.L., Hwang C.K., Pitsions E., Scariato G.R., Nicolaou K.C. J. Am. Chem. Soc. 114:1992;3134-3136.
20. Gothelf K.V., Jørgensen K.A. Chem. Rev. 98:1998;863-910.
21. For regio/stereoserective formation of 4,5-disubstituted-4,5-dihydroisoxazoles: (a) Martin S.F., Dupre B. Tetrahedron Lett. 24:1983;1337-1340 (b) Müller I., Jäger V. Tetrahedron Lett. 23:1982;4777-4780 (c) Jäger V., Schohe R. Tetrahedron. 40:1984;2199-2210 (d) Jäger V., Müller I. Tetrahedron. 41:1985;3519-3528 (e) Curran D.P., Choi S.-M., Gothe S.A., Lin F.-T. J. Org. Chem. 55:1990;3710-3712 (f) Kanemasa S., Hayashi T., Yamamoto H., Wada E., Sakurai T. Bull. Chem. Soc. Jpn. 64:1991;3274-3279 (g) Wallace R.H., Liu J. Tetrahedron Lett. 35:1994;7493-7496 (h) Wallace R.H., Liu J., Zong K.K., Eddings A. Tetrahedron Lett. 39:1997;6791-6794 (i) Liu J., Eddings A., Wallace R.H. Tetrahedron Lett. 39:1997;6795-6798 (j) Page P.C.B., Purdie M., Lathbury D. Tetrahedron. 53:1997;1061. See also pp 7365-7370 (k) Davies C.D., Marsden S.P., Stokes E.S.E. Tetrahedron Lett. 39:1998;8513-8516.
22. For regio/stereoserective formation of 4,5-disubstituted-4,5-dihydroisoxazoles: (a) Martin S.F., Dupre B. Tetrahedron Lett. 24:1983;1337-1340 (b) Müller I., Jäger V. Tetrahedron Lett. 23:1982;4777-4780 (c) Jäger V., Schohe R. Tetrahedron. 40:1984;2199-2210 (d) Jäger V., Müller I. Tetrahedron. 41:1985;3519-3528 (e) Curran D.P., Choi S.-M., Gothe S.A., Lin F.-T. J. Org. Chem. 55:1990;3710-3712 (f) Kanemasa S., Hayashi T., Yamamoto H., Wada E., Sakurai T. Bull. Chem. Soc. Jpn. 64:1991;3274-3279 (g) Wallace R.H., Liu J. Tetrahedron Lett. 35:1994;7493-7496 (h) Wallace R.H., Liu J., Zong K.K., Eddings A. Tetrahedron Lett. 39:1997;6791-6794 (i) Liu J., Eddings A., Wallace R.H. Tetrahedron Lett. 39:1997;6795-6798 (j) Page P.C.B., Purdie M., Lathbury D. Tetrahedron. 53:1997;1061. See also pp 7365-7370 (k) Davies C.D., Marsden S.P., Stokes E.S.E. Tetrahedron Lett. 39:1998;8513-8516.
23. For regio/stereoserective formation of 4,5-disubstituted-4,5-dihydroisoxazoles: (a) Martin S.F., Dupre B. Tetrahedron Lett. 24:1983;1337-1340 (b) Müller I., Jäger V. Tetrahedron Lett. 23:1982;4777-4780 (c) Jäger V., Schohe R. Tetrahedron. 40:1984;2199-2210 (d) Jäger V., Müller I. Tetrahedron. 41:1985;3519-3528 (e) Curran D.P., Choi S.-M., Gothe S.A., Lin F.-T. J. Org. Chem. 55:1990;3710-3712 (f) Kanemasa S., Hayashi T., Yamamoto H., Wada E., Sakurai T. Bull. Chem. Soc. Jpn. 64:1991;3274-3279 (g) Wallace R.H., Liu J. Tetrahedron Lett. 35:1994;7493-7496 (h) Wallace R.H., Liu J., Zong K.K., Eddings A. Tetrahedron Lett. 39:1997;6791-6794 (i) Liu J., Eddings A., Wallace R.H. Tetrahedron Lett. 39:1997;6795-6798 (j) Page P.C.B., Purdie M., Lathbury D. Tetrahedron. 53:1997;1061. See also pp 7365-7370 (k) Davies C.D., Marsden S.P., Stokes E.S.E. Tetrahedron Lett. 39:1998;8513-8516.
24. For regio/stereoserective formation of 4,5-disubstituted-4,5-dihydroisoxazoles: (a) Martin S.F., Dupre B. Tetrahedron Lett. 24:1983;1337-1340 (b) Müller I., Jäger V. Tetrahedron Lett. 23:1982;4777-4780 (c) Jäger V., Schohe R. Tetrahedron. 40:1984;2199-2210 (d) Jäger V., Müller I. Tetrahedron. 41:1985;3519-3528 (e) Curran D.P., Choi S.-M., Gothe S.A., Lin F.-T. J. Org. Chem. 55:1990;3710-3712 (f) Kanemasa S., Hayashi T., Yamamoto H., Wada E., Sakurai T. Bull. Chem. Soc. Jpn. 64:1991;3274-3279 (g) Wallace R.H., Liu J. Tetrahedron Lett. 35:1994;7493-7496 (h) Wallace R.H., Liu J., Zong K.K., Eddings A. Tetrahedron Lett. 39:1997;6791-6794 (i) Liu J., Eddings A., Wallace R.H. Tetrahedron Lett. 39:1997;6795-6798 (j) Page P.C.B., Purdie M., Lathbury D. Tetrahedron. 53:1997;1061. See also pp 7365-7370 (k) Davies C.D., Marsden S.P., Stokes E.S.E. Tetrahedron Lett. 39:1998;8513-8516.
25. For regio/stereoserective formation of 4,5-disubstituted-4,5-dihydroisoxazoles: (a) Martin S.F., Dupre B. Tetrahedron Lett. 24:1983;1337-1340 (b) Müller I., Jäger V. Tetrahedron Lett. 23:1982;4777-4780 (c) Jäger V., Schohe R. Tetrahedron. 40:1984;2199-2210 (d) Jäger V., Müller I. Tetrahedron. 41:1985;3519-3528 (e) Curran D.P., Choi S.-M., Gothe S.A., Lin F.-T. J. Org. Chem. 55:1990;3710-3712 (f) Kanemasa S., Hayashi T., Yamamoto H., Wada E., Sakurai T. Bull. Chem. Soc. Jpn. 64:1991;3274-3279 (g) Wallace R.H., Liu J. Tetrahedron Lett. 35:1994;7493-7496 (h) Wallace R.H., Liu J., Zong K.K., Eddings A. Tetrahedron Lett. 39:1997;6791-6794 (i) Liu J., Eddings A., Wallace R.H. Tetrahedron Lett. 39:1997;6795-6798 (j) Page P.C.B., Purdie M., Lathbury D. Tetrahedron. 53:1997;1061. See also pp 7365-7370 (k) Davies C.D., Marsden S.P., Stokes E.S.E. Tetrahedron Lett. 39:1998;8513-8516.
26. For regio/stereoserective formation of 4,5-disubstituted-4,5-dihydroisoxazoles: (a) Martin S.F., Dupre B. Tetrahedron Lett. 24:1983;1337-1340 (b) Müller I., Jäger V. Tetrahedron Lett. 23:1982;4777-4780 (c) Jäger V., Schohe R. Tetrahedron. 40:1984;2199-2210 (d) Jäger V., Müller I. Tetrahedron. 41:1985;3519-3528 (e) Curran D.P., Choi S.-M., Gothe S.A., Lin F.-T. J. Org. Chem. 55:1990;3710-3712 (f) Kanemasa S., Hayashi T., Yamamoto H., Wada E., Sakurai T. Bull. Chem. Soc. Jpn. 64:1991;3274-3279 (g) Wallace R.H., Liu J. Tetrahedron Lett. 35:1994;7493-7496 (h) Wallace R.H., Liu J., Zong K.K., Eddings A. Tetrahedron Lett. 39:1997;6791-6794 (i) Liu J., Eddings A., Wallace R.H. Tetrahedron Lett. 39:1997;6795-6798 (j) Page P.C.B., Purdie M., Lathbury D. Tetrahedron. 53:1997;1061. See also pp 7365-7370 (k) Davies C.D., Marsden S.P., Stokes E.S.E. Tetrahedron Lett. 39:1998;8513-8516.
27. For regio/stereoserective formation of 4,5-disubstituted-4,5-dihydroisoxazoles: (a) Martin S.F., Dupre B. Tetrahedron Lett. 24:1983;1337-1340 (b) Müller I., Jäger V. Tetrahedron Lett. 23:1982;4777-4780 (c) Jäger V., Schohe R. Tetrahedron. 40:1984;2199-2210 (d) Jäger V., Müller I. Tetrahedron. 41:1985;3519-3528 (e) Curran D.P., Choi S.-M., Gothe S.A., Lin F.-T. J. Org. Chem. 55:1990;3710-3712 (f) Kanemasa S., Hayashi T., Yamamoto H., Wada E., Sakurai T. Bull. Chem. Soc. Jpn. 64:1991;3274-3279 (g) Wallace R.H., Liu J. Tetrahedron Lett. 35:1994;7493-7496 (h) Wallace R.H., Liu J., Zong K.K., Eddings A. Tetrahedron Lett. 39:1997;6791-6794 (i) Liu J., Eddings A., Wallace R.H. Tetrahedron Lett. 39:1997;6795-6798 (j) Page P.C.B., Purdie M., Lathbury D. Tetrahedron. 53:1997;1061. See also pp 7365-7370 (k) Davies C.D., Marsden S.P., Stokes E.S.E. Tetrahedron Lett. 39:1998;8513-8516.
28. For regio/stereoserective formation of 4,5-disubstituted-4,5-dihydroisoxazoles: (a) Martin S.F., Dupre B. Tetrahedron Lett. 24:1983;1337-1340 (b) Müller I., Jäger V. Tetrahedron Lett. 23:1982;4777-4780 (c) Jäger V., Schohe R. Tetrahedron. 40:1984;2199-2210 (d) Jäger V., Müller I. Tetrahedron. 41:1985;3519-3528 (e) Curran D.P., Choi S.-M., Gothe S.A., Lin F.-T. J. Org. Chem. 55:1990;3710-3712 (f) Kanemasa S., Hayashi T., Yamamoto H., Wada E., Sakurai T. Bull. Chem. Soc. Jpn. 64:1991;3274-3279 (g) Wallace R.H., Liu J. Tetrahedron Lett. 35:1994;7493-7496 (h) Wallace R.H., Liu J., Zong K.K., Eddings A. Tetrahedron Lett. 39:1997;6791-6794 (i) Liu J., Eddings A., Wallace R.H. Tetrahedron Lett. 39:1997;6795-6798 (j) Page P.C.B., Purdie M., Lathbury D. Tetrahedron. 53:1997;1061. See also pp 7365-7370 (k) Davies C.D., Marsden S.P., Stokes E.S.E. Tetrahedron Lett. 39:1998;8513-8516.
29. For regio/stereoserective formation of 4,5-disubstituted-4,5-dihydroisoxazoles: (a) Martin S.F., Dupre B. Tetrahedron Lett. 24:1983;1337-1340 (b) Müller I., Jäger V. Tetrahedron Lett. 23:1982;4777-4780 (c) Jäger V., Schohe R. Tetrahedron. 40:1984;2199-2210 (d) Jäger V., Müller I. Tetrahedron. 41:1985;3519-3528 (e) Curran D.P., Choi S.-M., Gothe S.A., Lin F.-T. J. Org. Chem. 55:1990;3710-3712 (f) Kanemasa S., Hayashi T., Yamamoto H., Wada E., Sakurai T. Bull. Chem. Soc. Jpn. 64:1991;3274-3279 (g) Wallace R.H., Liu J. Tetrahedron Lett. 35:1994;7493-7496 (h) Wallace R.H., Liu J., Zong K.K., Eddings A. Tetrahedron Lett. 39:1997;6791-6794 (i) Liu J., Eddings A., Wallace R.H. Tetrahedron Lett. 39:1997;6795-6798 (j) Page P.C.B., Purdie M., Lathbury D. Tetrahedron. 53:1997;1061. See also pp 7365-7370 (k) Davies C.D., Marsden S.P., Stokes E.S.E. Tetrahedron Lett. 39:1998;8513-8516.
30. For regio/stereoserective formation of 4,5-disubstituted-4,5-dihydroisoxazoles: (a) Martin S.F., Dupre B. Tetrahedron Lett. 24:1983;1337-1340 (b) Müller I., Jäger V. Tetrahedron Lett. 23:1982;4777-4780 (c) Jäger V., Schohe R. Tetrahedron. 40:1984;2199-2210 (d) Jäger V., Müller I. Tetrahedron. 41:1985;3519-3528 (e) Curran D.P., Choi S.-M., Gothe S.A., Lin F.-T. J. Org. Chem. 55:1990;3710-3712 (f) Kanemasa S., Hayashi T., Yamamoto H., Wada E., Sakurai T. Bull. Chem. Soc. Jpn. 64:1991;3274-3279 (g) Wallace R.H., Liu J. Tetrahedron Lett. 35:1994;7493-7496 (h) Wallace R.H., Liu J., Zong K.K., Eddings A. Tetrahedron Lett. 39:1997;6791-6794 (i) Liu J., Eddings A., Wallace R.H. Tetrahedron Lett. 39:1997;6795-6798 (j) Page P.C.B., Purdie M., Lathbury D. Tetrahedron. 53:1997;1061. See also pp 7365-7370 (k) Davies C.D., Marsden S.P., Stokes E.S.E. Tetrahedron Lett. 39:1998;8513-8516.
31. For regio/stereoserective formation of 4,5-disubstituted-4,5-dihydroisoxazoles: (a) Martin S.F., Dupre B. Tetrahedron Lett. 24:1983;1337-1340 (b) Müller I., Jäger V. Tetrahedron Lett. 23:1982;4777-4780 (c) Jäger V., Schohe R. Tetrahedron. 40:1984;2199-2210 (d) Jäger V., Müller I. Tetrahedron. 41:1985;3519-3528 (e) Curran D.P., Choi S.-M., Gothe S.A., Lin F.-T. J. Org. Chem. 55:1990;3710-3712 (f) Kanemasa S., Hayashi T., Yamamoto H., Wada E., Sakurai T. Bull. Chem. Soc. Jpn. 64:1991;3274-3279 (g) Wallace R.H., Liu J. Tetrahedron Lett. 35:1994;7493-7496 (h) Wallace R.H., Liu J., Zong K.K., Eddings A. Tetrahedron Lett. 39:1997;6791-6794 (i) Liu J., Eddings A., Wallace R.H. Tetrahedron Lett. 39:1997;6795-6798 (j) Page P.C.B., Purdie M., Lathbury D. Tetrahedron. 53:1997;1061. See also pp 7365-7370 (k) Davies C.D., Marsden S.P., Stokes E.S.E. Tetrahedron Lett. 39:1998;8513-8516.
32. (a) Kanemasa S., Nishiuchi M., Wada E. Tetrahederon Lett. 33:1992;1357-1360 (b) Kanemasa S., Nishiuchi M., Kamimura A., Hori K. J. Am. Chem. Soc. 116:1994;2324-2339.
33. (a) Kanemasa S., Nishiuchi M., Wada E. Tetrahederon Lett. 33:1992;1357-1360 (b) Kanemasa S., Nishiuchi M., Kamimura A., Hori K. J. Am. Chem. Soc. 116:1994;2324-2339.
34. (a) Dhar R.K. Aldrichim. Acta. 27:1994;43-51. and references cited therein (b) Soderquist J.A., Anderson C.L., Miranda E.I., Rivera I., Kabalka G.W. Tetrahedron Lett. 33:1990;4677-4680 (c) Sakaguchi K., Mano H., Ohfune Y. Tetrahedron Lett. 39:1998;4311-4312.
35. (a) Dhar R.K. Aldrichim. Acta. 27:1994;43-51. and references cited therein (b) Soderquist J.A., Anderson C.L., Miranda E.I., Rivera I., Kabalka G.W. Tetrahedron Lett. 33:1990;4677-4680 (c) Sakaguchi K., Mano H., Ohfune Y. Tetrahedron Lett. 39:1998;4311-4312.
36. (a) Dhar R.K. Aldrichim. Acta. 27:1994;43-51. and references cited therein (b) Soderquist J.A., Anderson C.L., Miranda E.I., Rivera I., Kabalka G.W. Tetrahedron Lett. 33:1990;4677-4680 (c) Sakaguchi K., Mano H., Ohfune Y. Tetrahedron Lett. 39:1998;4311-4312.
37. Preliminary communication of this work; Kamimura A., Kaneko Y., Ohta A., Kakehi A., Matsuda H., Kanemasa S. Tetrahedron Lett. 40:1999;4349-4352.
38. Danheiser R.L., Fink D.M., Okano K., Tsai Y.-M., Szczepanski S.W. Organic Synthesis. Coll. Vol. VIII:1993;Wiley, New York.
39. Crystallographic data for structure of 4a have been deposited with Cambridge Crystallographic Data Centre (deposition No. 114187).
40. Fukuda S., Kamimura A., Kanemasa S., Hori K. Tetrahedron. 56:2000;1637-1648.
41. (a) Hurdrlik P.F., Hurdlik A.M., Kulkarni A.K. J. Am. Chem. Soc. 104:1982;6809. and references cited therein (b) Bonini B.F., Comes-Franchini M., Mazzanti G., Ricci A., Sala M. J. Org. Chem. 61:1996;7242 (c) Bonini B.F., Comes-Franchini M., Fochi M., Mazzanti G., Ricci A. Tetrahedron Lett. 39:1998;6737 (d) Nakada M., Urano Y., Kobayashi S., Ohno M. J. Am. Chem. Soc. 110:1988;4826.
42. (a) Hurdrlik P.F., Hurdlik A.M., Kulkarni A.K. J. Am. Chem. Soc. 104:1982;6809. and references cited therein (b) Bonini B.F., Comes-Franchini M., Mazzanti G., Ricci A., Sala M. J. Org. Chem. 61:1996;7242 (c) Bonini B.F., Comes-Franchini M., Fochi M., Mazzanti G., Ricci A. Tetrahedron Lett. 39:1998;6737 (d) Nakada M., Urano Y., Kobayashi S., Ohno M. J. Am. Chem. Soc. 110:1988;4826.
43. (a) Hurdrlik P.F., Hurdlik A.M., Kulkarni A.K. J. Am. Chem. Soc. 104:1982;6809. and references cited therein (b) Bonini B.F., Comes-Franchini M., Mazzanti G., Ricci A., Sala M. J. Org. Chem. 61:1996;7242 (c) Bonini B.F., Comes-Franchini M., Fochi M., Mazzanti G., Ricci A. Tetrahedron Lett. 39:1998;6737 (d) Nakada M., Urano Y., Kobayashi S., Ohno M. J. Am. Chem. Soc. 110:1988;4826.
44. (a) Hurdrlik P.F., Hurdlik A.M., Kulkarni A.K. J. Am. Chem. Soc. 104:1982;6809. and references cited therein (b) Bonini B.F., Comes-Franchini M., Mazzanti G., Ricci A., Sala M. J. Org. Chem. 61:1996;7242 (c) Bonini B.F., Comes-Franchini M., Fochi M., Mazzanti G., Ricci A. Tetrahedron Lett. 39:1998;6737 (d) Nakada M., Urano Y., Kobayashi S., Ohno M. J. Am. Chem. Soc. 110:1988;4826.
45. (a) Haregger B., Shatzmiller S. Helv. Chim. Acta. 59:1976;2499 (b) Tanimoto S., Matsumoto H., Hojo M., Toshimitu A. J. Chem. Soc., Perkin Trans. 1. 1991;3153.
46. (a) Haregger B., Shatzmiller S. Helv. Chim. Acta. 59:1976;2499 (b) Tanimoto S., Matsumoto H., Hojo M., Toshimitu A. J. Chem. Soc., Perkin Trans. 1. 1991;3153.
47. (a) Wade P.A., Price D.T., McCauley J.P., Carroll P.J. J. Org. Chem. 50:1985;2804 (b) Wade P.A., Price D.T., Carroll P.J., Dailey W.P. J. Org. Chem. 55:1990;3051 (c) Wade P.A., Bereznak J.F., Palfey B.A., Carroll P.J., Dailey W.P., Sivasubramanian S. J. Org. Chem. 55:1990;3045.
48. (a) Wade P.A., Price D.T., McCauley J.P., Carroll P.J. J. Org. Chem. 50:1985;2804 (b) Wade P.A., Price D.T., Carroll P.J., Dailey W.P. J. Org. Chem. 55:1990;3051 (c) Wade P.A., Bereznak J.F., Palfey B.A., Carroll P.J., Dailey W.P., Sivasubramanian S. J. Org. Chem. 55:1990;3045.
49. (a) Wade P.A., Price D.T., McCauley J.P., Carroll P.J. J. Org. Chem. 50:1985;2804 (b) Wade P.A., Price D.T., Carroll P.J., Dailey W.P. J. Org. Chem. 55:1990;3051 (c) Wade P.A., Bereznak J.F., Palfey B.A., Carroll P.J., Dailey W.P., Sivasubramanian S. J. Org. Chem. 55:1990;3045.
50. (a) Kamimura A., Marumo S. Tetrahedron Lett. 31:1990;5053 (b) Kamimura A., Yamamoto A. Chem. Lett. 1990;1991 (c) Kamimura A., Kakehi A. Chem. Lett. 1992;1333 (d) Kamimura A., Yoshihara K., Marumo S., Yamamoto A., Nishiguchi T., Kakehi A., Hori K. J. Org. Chem. 57:1992;5403 (e) Kamimura A., Kakehi A., Hori K. Tetrahedron. 49:1993;7637.
51. (a) Kamimura A., Marumo S. Tetrahedron Lett. 31:1990;5053 (b) Kamimura A., Yamamoto A. Chem. Lett. 1990;1991 (c) Kamimura A., Kakehi A. Chem. Lett. 1992;1333 (d) Kamimura A., Yoshihara K., Marumo S., Yamamoto A., Nishiguchi T., Kakehi A., Hori K. J. Org. Chem. 57:1992;5403 (e) Kamimura A., Kakehi A., Hori K. Tetrahedron. 49:1993;7637.
52. (a) Kamimura A., Marumo S. Tetrahedron Lett. 31:1990;5053 (b) Kamimura A., Yamamoto A. Chem. Lett. 1990;1991 (c) Kamimura A., Kakehi A. Chem. Lett. 1992;1333 (d) Kamimura A., Yoshihara K., Marumo S., Yamamoto A., Nishiguchi T., Kakehi A., Hori K. J. Org. Chem. 57:1992;5403 (e) Kamimura A., Kakehi A., Hori K. Tetrahedron. 49:1993;7637.
53. (a) Kamimura A., Marumo S. Tetrahedron Lett. 31:1990;5053 (b) Kamimura A., Yamamoto A. Chem. Lett. 1990;1991 (c) Kamimura A., Kakehi A. Chem. Lett. 1992;1333 (d) Kamimura A., Yoshihara K., Marumo S., Yamamoto A., Nishiguchi T., Kakehi A., Hori K. J. Org. Chem. 57:1992;5403 (e) Kamimura A., Kakehi A., Hori K. Tetrahedron. 49:1993;7637.
54. (a) Kamimura A., Marumo S. Tetrahedron Lett. 31:1990;5053 (b) Kamimura A., Yamamoto A. Chem. Lett. 1990;1991 (c) Kamimura A., Kakehi A. Chem. Lett. 1992;1333 (d) Kamimura A., Yoshihara K., Marumo S., Yamamoto A., Nishiguchi T., Kakehi A., Hori K. J. Org. Chem. 57:1992;5403 (e) Kamimura A., Kakehi A., Hori K. Tetrahedron. 49:1993;7637.
55. Curran D.P., Zhang J. J. Chem. Soc., Perkin Trans. 1. 1991;2613.
56. Nakada M., Urano Y., Kobayashi S., Ohno M. Tetrahedron Lett. 35:1994;741.
57. Crystallographic data for structure of 9c have been deposited with Cambridge Crystallographic Data Centre (deposition No. 190402).
58. Liu K.-C., Shelton B.R., Howe R.K. J. Org. Chem. 45:1980;3916.