STEREOCONTROLLED ADDITION OF 2-LITHIOTHIAZOLE TO THE NITRONE DERIVED FROM D-GLYCERALDEHYDE ACETONIDE - A REVISION AND EXTENSION

被引:49
作者
DONDONI, A [1 ]
FRANCO, S [1 ]
MERCHAN, FL [1 ]
MERINO, P [1 ]
TEJERO, T [1 ]
机构
[1] UNIV ZARAGOZA,CSIC,ICMA,DEPT QUIM ORGAN,ZARAGOZA,SPAIN
关键词
THIAZOLE; NITRONES; HYDROXYLAMINES; AMINOHOMOLOGATION; STEREOCONTROLLED ADDITION;
D O I
10.1016/S0040-4039(00)73938-4
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The sense of diastereoselective addition of 2-lithiothiazole 1a to the nitrone 2 derived from D-glyceraldehyde is reversed by the use of Lewis acids (Et2AlCl, TiCl4) as complexing agents; the configuration of the hydroxylamine adduct obtained from 1a and 2 in the absence of the above chelating agents, previously reported from these laboratories was revised.
引用
收藏
页码:5475 / 5478
页数:4
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