Asymmetric syntheses of (-)-aphanorphine and (-)-eptazocine

被引：39

作者：

Node, M ^{[1
]}

Imazato, H ^{[1
]}

Kurosaki, R ^{[1
]}

Kawano, Y ^{[1
]}

Inoue, T ^{[1
]}

Nishide, K ^{[1
]}

Fuji, K ^{[1
]}

机构：

[1] KYOTO UNIV,INST CHEM RES,UJI,KYOTO 611,JAPAN

来源：

HETEROCYCLES | 1996年 / 42卷 / 02期

关键词：

D O I：

10.3987/COM-95-S88

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Formal asymmetric syntheses of (-)-aphanorphine and (-)-eptazocine were done, utilizing asymmetric nitroolefination reaction of alpha-methyl-delta-valerolactone and a new aromatization of Diels-Alder adducts of chiral nitroolefins with the Danishefsky's diene.

引用

收藏

页码：811 / 819

页数：9

相关论文

共 34 条

[11] ASYMMETRIC-SYNTHESIS OF THE KEY INTERMEDIATES LEADING TO (-)-APHANORPHINE AND (-)-EPTAZOCINE [J].

HULME, AN ;

HENRY, SS ;

MEYERS, AI .

JOURNAL OF ORGANIC CHEMISTRY, 1995, 60 (05) :1265-1270

[12] NITROACETYLENE EQUIVALENTS - PREPARATION AND CYCLOADDITIONS OF 2-PHENYLSULPHINYL-1-NITROALKENES [J].

JUNG, ME ;

GROVE, DD .

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1987, (10) :753-755

[13] 2-BENZOYLOXYNITROETHYLENE AS A CIS-2-AMINOETHENOL EQUIVALENT [J].

KRAUS, GA ;

THURSTON, J ;

THOMAS, PJ ;

JACOBSON, RA ;

SU, YZ .

TETRAHEDRON LETTERS, 1988, 29 (16) :1879-1882

[14]

MEYERS AI, 1995, HETEROCYCLES, V40, P525

[15]

Nakamoto Y., 1989, [Japanese patent, JP01061447], Patent No. 01061447

[16] GENERAL ENTRY TO THE SYNTHESIS OF OPTICALLY-ACTIVE DITERPENOIDS OF C-20-BETA SERIES [J].

NODE, M ;

HAO, XJ ;

NAGASAWA, H ;

FUJI, K .

TETRAHEDRON LETTERS, 1989, 30 (31) :4141-4144

[17] AN IMPROVED ASYMMETRIC NITROOLEFINATION OF ALPHA-ALKYL-GAMMA-LACTONES AND DELTA-LACTONES WITH MODIFIED NITROENAMINES [J].

NODE, M ;

KUROSAKI, R ;

HOSOMI, K ;

INOUE, T ;

NISHIDE, K ;

OHMORI, T ;

FUJI, K .

TETRAHEDRON LETTERS, 1995, 36 (01) :99-102

[18] A TOTAL SYNTHESIS OF (-)-PHYSOSTIGMINE [J].

NODE, M ;

ITOH, A ;

MASAKI, Y ;

FUJI, K .

HETEROCYCLES, 1991, 32 (09) :1705-1707

[19] CHIRAL TOTAL SYNTHESIS OF INDOLE ALKALOIDS OF THE ASPIDOSPERMA AND HUNTERIA TYPES [J].

NODE, M ;

NAGASAWA, H ;

FUJI, K .

JOURNAL OF ORGANIC CHEMISTRY, 1990, 55 (02) :517-521

[20] EXPEDITIOUS ENANTIOSELECTIVE SYNTHESES OF INDOLE ALKALOIDS OF ASPIDOSPERMA-TYPE AND HUNTERIA-TYPE [J].

NODE, M ;

NAGASAWA, H ;

FUJI, K .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1987, 109 (25) :7901-7903

← 1 2 3 4 →