3-HYDROXYMUSCARINES FROM L-RHAMNOSE

被引：32

作者：

MANTELL, SJ

FORD, PS

WATKIN, DJ

FLEET, GWJ

BROWN, D

机构：

[1] UNIV OXFORD,DYSON PERRINS LAB,S PARKS RD,OXFORD OX1 3QY,ENGLAND

[2] UNIV OXFORD,CHEM CRYSTALLOG LAB,OXFORD OX1 3PD,ENGLAND

[3] PFIZER LTD,SANDWICH CT13 9NJ,KENT,ENGLAND

来源：

TETRAHEDRON | 1993年 / 49卷 / 16期

关键词：

D O I：

10.1016/S0040-4020(01)90162-0

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

No protection is necessary for the synthesis of the muscarine analogue 3R-3-hydroxymuscarine from L-rhamnose; a sole silyl ether protecting group is required for the synthesis of 3S-3-hydroxymuscarine. Efficient construction of the tetrahydrofuran ring can be achieved either by ring contraction of the alpha-triflate of delta-rhamnonolactone, or by ring opening and closing of the alpha-triflate of gamma-rhamnonolactone.

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页码：3343 / 3358

页数：16

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