The alkylation of a novel acetal derived from (2R,3R)-(+)-tartaric acid:: An unexpected rearrangement

被引：25

作者：

Barros, MT

Burke, AJ

Maycock, CD

机构：

[1] Univ Nova Lisboa, Inst Tecnol Quim & Biol, P-2780 Oeiras, Portugal

[2] Univ Nova Lisboa, Fac Ciencias & Tecnol, Dept Quim, P-2825 Monte De Caparica, Portugal

来源：

TETRAHEDRON LETTERS | 1999年 / 40卷 / 08期

关键词：

D O I：

10.1016/S0040-4039(98)02650-1

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The novel chiral bis-acetal dioxane 2a derived from (2R,3R)-(+)-tartaric acid was shown to undergo an unexpected rearrangement upon treatment with lithium amide base to give the chiral dioxolane 3a in optically active form. Alkylation and aldol studies were performed on the diisopropyl ester of this dioxolane 3b. (C) 1999 Elsevier Science Ltd. All rights reserved.

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页码：1583 / 1586

页数：4

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