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An Aminocatalyzed Stereoselective Strategy for the Formal α-Propargylation of Ketones.

作者信息

Jurberg Igor D

机构信息

Department of Organic Chemistry, State University of Campinas, Rua Monteiro Lobato 270, CP 6154, CEP 13084-971, Campinas, SP, Brazil.

出版信息

Chemistry. 2017 Jul 21;23(41):9716-9720. doi: 10.1002/chem.201701433. Epub 2017 May 30.

DOI:10.1002/chem.201701433
PMID:28452091
Abstract

A two-step reaction sequence is described for the asymmetric formal α-propargylation of ketones. This approach takes advantage of an aminocatalyzed conjugate addition of ketones to alkylidene isoxazol-5-ones, followed by a controlled nitrosative degradation event. The target compounds can be accessed in broad scope, in moderate to good yields, perfect diastereocontrol and good to excellent enantioselectivity.

摘要

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