Diastereoselective preparation of a trans, trans 2,3-dimethylchroman-4-ol skeleton: A model synthetic approach to anti-HIV-1 active Calophyllum coumarins

被引：14

作者：

Ishikawa, T

Oku, Y

Kotake, K

机构：

[1] Faculty of Pharmaceutical Sciences, Chiba University, Inage, Chiba 263

来源：

TETRAHEDRON | 1997年 / 53卷 / 44期

关键词：

D O I：

10.1016/S0040-4020(97)10004-7

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A model synthetic study of anti-HIV-1 active Calophyllum coumarins using 5, 7-dimethoxycoumarin (limettin) is described. Successive reactions of the CsF-induced intramolecular Michael type addition of an o-tigloylphenol followed by reduction with lithium tri-tert-butoxyaluminum hydride led to easy and diastereoselective access to a trans, trans 2, 3-dimethylchroman-4-ol ring, which is suggested to be the most responsible skeleton for the activity. (C) 1997 Elsevier Science Ltd.

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页码：14915 / 14928

页数：14

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