Journal
ORGANIC LETTERS
Volume 13, Issue 21, Pages 5778-5781Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ol202340p
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Funding
- CNRS
- University of Versailles-St-Quentin-en-Yvelines
- MENRT
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The first asymmetric organocatalyzed one-pot alpha,alpha-bifunctionalization of acetaldehyde with two different electrophiles is described. A diarylprolinol silyl ether-catalyzed reaction of acetaldehyde with an imine and di-tert-butyl azodicarboxylate affords syn-2,3-diaminoalcohols with excellent ee values of up to 98%. This methodology was successfully applied to the synthesis of a chiral alpha,beta-diaminocarboxylic acid.
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