Synthesis 2015; 47(07): 1024-1031
DOI: 10.1055/s-0034-1379943
paper
© Georg Thieme Verlag Stuttgart · New York

Organocatalytic Asymmetric Domino Michael/Henry Reaction of Indolin-3-ones with o-Formyl-β-nitrostyrenes

Suruchi Mahajan
,
Pankaj Chauhan
,
Charles C. J. Loh
,
Server Uzungelis
,
Gerhard Raabe
,
Dieter Enders*
Further Information

Publication History

Received: 01 December 2014

Accepted: 02 December 2014

Publication Date:
05 January 2015 (eFirst)

Abstract

A highly diastereo- and enantioselective domino Michael/ Henry reaction of 1-acetylindolin-3-ones with o-formyl-(E)-β-nitrostyrenes catalyzed by low loading of a quinine-derived amine-squaramide provides the corresponding indolin-3-one derivatives bearing four adjacent stereogenic centers in good to high yields and with excellent stereo­selectivities.

Supporting Information

 
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