An improved procedure for the asymmetric aldol reaction of the titanium enolate of an N3-propionyl-3,4,5,6-tetrahydro-2H-1,3,4-oxadiazin-2-one

被引：22

作者：

Casper, DM ^{[1
]}

Hitchcock, SR ^{[1
]}

机构：

[1] Illinois State Univ, Dept Chem, Normal, IL 61790 USA

来源：

TETRAHEDRON-ASYMMETRY | 2003年 / 14卷 / 04期

关键词：

D O I：

10.1016/S0957-4166(03)00043-0

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

The direct formation of the titanium enolate of N-3-propionyl-3,4,5.6-tetrahydro-2H-1,3,4-oxadiazin-2-one has been achieved through complexation with titanium tetrachloride at 25degreesC, followed by deprotonation with triethylamine (-78 to 25degreesC). The preformed titanium enolate has been reacted with D2O/DCl to afford deuterated derivative 6 and also reacted with a series of aromatic and aliphatic aldehydes affording aldol adducts 4a-f with crude diastereoselectivities ranging from 8: 1 to 38:1. (C) 2003 Elsevier Science Ltd. All rights reserved.

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页码：517 / 521

页数：5

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