Sugarometallic chemistry: Aglycone-chromium complex as chiral auxiliary in asymmetric Diels-Alder reaction

被引：15

作者：

Shing, TKM

Chow, HF

Chung, IHF

机构：

[1] Department of Chemistry, Chinese University of Hong Kong, Shatin

来源：

TETRAHEDRON LETTERS | 1996年 / 37卷 / 21期

关键词：

D O I：

10.1016/0040-4039(96)00648-X

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The diastereoselectivity of the the Diels-Alder reaction of eta(6)-(4'-methylbenzyl 2-O-Acryloyl-3,4-O-isopropylidene-beta-L-arabinopyranoside) tricarbonylchromium(O) 5 with isoprene, butadiene, cyclopentadiene, and furan were studied, and the best selectivity was 95:5 (with isoprene), whereas the diastereoselectivity of the same reaction with the noncomplexed chiral auxiliary-acrylate 6 was only 78:22. The absolute configuration of the newly generated stereogenic center was Sound to be R in each case. Copyright (C) 1996 Elsevier Science Ltd

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页码：3713 / 3716

页数：4

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