Total syntheses of (+/-)-cyclophellitol and (1R,6S)-cyclophellitol

被引：31

作者：

Acena, JL ^{[1
]}

Arjona, O ^{[1
]}

Plumet, J ^{[1
]}

机构：

[1] UNIV COMPLUTENSE,FAC QUIM,DEPT QUIM ORGAN 1,E-28040 MADRID,SPAIN

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1997年 / 62卷 / 10期

关键词：

D O I：

10.1021/jo962276o

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A stereodivergent synthesis of (+/-)-cyclophellitol (1) and its unnatural diastereoisomer (1R*,6S*)-cyclophellitol (2), starting from the Diels-Alder adduct of furan and acrylic acid, is reported. The stereochemistry of the key step, the epoxidation of alkene 7, is controlled by the nature of the hydroxyl protecting groups.

引用

页码：3360 / 3364

页数：5

共 46 条

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Total syntheses of (+/-)-cyclophellitol and (1R*,6S*)-cyclophellitol

Total syntheses of (+/-)-cyclophellitol and (1R,6S)-cyclophellitol