Diastereoselective cycloadditions of chiral non-racemic azomethine imines

被引：0
|
作者：
Roussi, F [1 ]
Chauveau, A [1 ]
Bonin, M [1 ]
Micouin, L [1 ]
Husson, HP [1 ]
机构：
[1] Univ Paris 05, Chim Therapeut Lab, CNRS UMR 8638, Fac Pharmaceut Sci & Biol, F-75270 Paris 06, France
来源：
SYNTHESIS-STUTTGART | 2000年 / 08期
关键词：
azomethine imines; cycloadditions; phenylglycinol; asymmetric synthesis; cyclic hydrazines;
D O I：
暂无
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
(SR)-5-Phenyl[1,3,4]oxadiazinan-2-one (6) is an easily available building block and acts as a chiral non-racemic precursor for azomethine imines. The ylid can be formed regioselectively with various aldehydes and reacts in an efficient manner with a wide range of dipolarophiles. The regio- and diastereoselectivity of the cycloadditions have been fully investigated and can lead, in the best cases, to the creation of three contiguous asymmetric centers in a single step, with complete control of relative and absolute configurations.
引用
收藏
页码：1170 / 1179
页数：10
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