The formyl C-H--O hydrogen bond as a key to transition-state organization in enantioselective allylation, aldol and Diels-Alder reactions catalyzed by chiral Lewis acids.

被引：67

作者：

Corey, EJ

BarnesSeeman, D

Lee, TW

机构：

[1] Dept. of Chem. and Chemical Biology, Harvard University, Cambridge

来源：

TETRAHEDRON LETTERS | 1997年 / 38卷 / 10期

关键词：

D O I：

10.1016/S0040-4039(97)00193-7

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The occurrence of formyl C-H-O hydrogen bonding in enantioselective allylation, aldol and Diels-Alder reactions of aldehydes with chiral Lewis acid catalysts is a key to the understanding of absolute stereochemistry. (C) 1997 Elsevier Science Ltd.

引用

页码：1699 / 1702

页数：4

共 23 条

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[6] ENANTIOSELECTIVE MUKAIYAMA-ALDOL AND ALDOL-DIHYDROPYRONE ANNULATION REACTIONS CATALYZED BY A TRYPTOPHAN-DERIVED OXAZABOROLIDINE
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[7] THE ORIGIN OF GREATER THAN 200/1 ENANTIOSELECTIVITY IN A CATALYTIC DIELS-ALDER REACTION AS REVEALED BY PHYSICAL AND CHEMICAL STUDIES
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[8] A hypothesis for conformational restriction in complexes of formyl compounds with boron Lewis acids. Experimental evidence for formyl CH--O and CH--F hydrogen bonds
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[9] THE C-H...O HYDROGEN-BOND IN CRYSTALS - WHAT IS IT
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