Massive parallel catalyst screening: Toward asymmetric MCRs

被引：107
作者：
Kusebauch, U
Beck, B
Messer, K
Herdtweck, E
Domling, A
机构：
[1] Morphochem AG, D-81379 Munich, Germany
[2] Univ Munich, Anorgan Chem Inst Tech, D-85747 Garching, Germany
来源：
ORGANIC LETTERS | 2003年 / 5卷 / 22期
关键词：
D O I：
10.1021/ol035010u
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
[GRAPHIC] Hundreds of Lewis acid/ligand combinations have been screened for stereochemical induction in the Passerini multicomponent reaction. The combination of titan tetraisopropylate and (4S,5S)-4,5-bis(diphenylhydroxymethyl)-2,2-dimethyidioxolane was found to give enantiomeric excesses between 32% and 42% in several examples. The absolute stereo induction of one example was determined chemically and by means of X-ray crystallography. This comprises the first asymmetric Passerini reaction and the first example of a stereochernical induction in an isocyanide based multicomponent reaction by a chiral Lewis acid.
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收藏
页码：4021 / 4024
页数：4
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