A DIASTEREOSELECTIVE SYNTHESIS OF BETA-(N-ACYLAMINO)ALDEHYDES BY REARRANGEMENT OF O-VINYL-N,O-ACETALS

被引：34

作者：

FRAUENRATH, H

ARENZ, T

RAABE, G

ZORN, M

机构：

[1] Institut Für Organische Chemie, Technischen Hochschule Aachen, D-W-5100

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH | 1993年 / 32卷 / 01期

关键词：

D O I：

10.1002/anie.199300831

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The isomerization of N-acyl O-allyl N,O acetals 1 to give compounds 2 and their subsequent reaction with Me3SiO3SCF3 leads to novel acyclic beta-(N-acyl-amino)aldehydes 3 with high diastereoselectivity. These compounds could serve as valuable synthetic building blocks; their relative configurations were assigned by X-ray structure analysis (for the compound in which R1 = Me, R2 = tBu). [GRAPHICS]

引用

页码：83 / 85

页数：3

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