AN EXPEDITIOUS ENANTIODIVERGENT SYNTHESIS OF CHIRAL OXEPANES FROM D-GLUCOSE BY THE APPLICATION OF INTRAMOLECULAR 1,3-DIPOLAR NITRONE CYCLOADDITION

被引：26

作者：

DATTA, S ^{[1
]}

CHATTOPADHYAY, P ^{[1
]}

MUKHOPADHYAY, R ^{[1
]}

BHATTACHARJYA, A ^{[1
]}

机构：

[1] INDIAN INST CHEM BIOL,4 RAJA SC MULLICK RD,CALCUTTA 700032,W BENGAL,INDIA

来源：

TETRAHEDRON LETTERS | 1993年 / 34卷 / 22期

关键词：

D O I：

10.1016/S0040-4039(00)73642-2

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The enantiomers of an oxepanoisoxazolidine and a chiral oxepane, potentially useful as precursors for naturally occurring oxepanes, were synthesised from D-glucose involving Intramolecular 1,3-dipolar nitrone cycloaddition.

引用

页码：3585 / 3588

页数：4

共 6 条

[1] CORRECTION [J].

BHATTACHARJYA, A .

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1991, (02) :136-136

[2] INTRAMOLECULAR 1,3-DIPOLAR CYCLOADDITION OF A NITRONE DERIVED FROM 3-O-ALLYL-D-(+)-GLUCOSE - AN EXPEDIENT SYNTHESIS OF A CHIRAL OXEPANE DERIVATIVE [J].

BHATTACHARJYA, A ;

CHATTOPADHYAY, P ;

MCPHAIL, AT ;

MCPHAIL, DR .

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1990, (21) :1508-1509

[3] INTRAMOLECULAR 1,3-DIPOLAR ADDITIONS IN 4-O-ALLYL PYRANOSIDE-6-NITRONES - AN APPROACH TO CHIRAL PYRANOPYRANS AND PYRANOOXEPANS [J].

COLLINS, PM ;

ASHWOOD, MS ;

EDER, H ;

WRIGHT, SHB ;

KENNEDY, DJ .

TETRAHEDRON LETTERS, 1990, 31 (14) :2055-2058

[4]

HANESSIAN S, 1983, TOTAL SYNTHESIS NATU, P21

[5] A TOTAL SYNTHESIS OF (+/-)-ZOAPATANOL AND DEMETHYL-ORF13811 [J].

KOCIENSKI, PJ ;

LOVE, CJ ;

WHITBY, RJ ;

COSTELLO, G ;

ROBERTS, DA .

TETRAHEDRON, 1989, 45 (12) :3839-3848

[6] PHYLLANTHOSIDE PHYLLANTHOSTATIN SYNTHETIC STUDIES .8. TOTAL SYNTHESIS OF (+)-PHYLLANTHOSIDE - DEVELOPMENT OF THE MITSUNOBU GLYCOSYL ESTER PROTOCOL [J].

SMITH, AB ;

RIVERO, RA ;

HALE, KJ ;

VACCARO, HA .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1991, 113 (06) :2092-2112

← 1 →