Cycloadditions of vinylindoles with chiral carbodienophiles: the first asymmetric Diels-Alder reactions in the vinylhetarane series

6533b82ffe1ef96bd12959ae

RESEARCH PRODUCT

Cycloadditions of vinylindoles with chiral carbodienophiles: the first asymmetric Diels-Alder reactions in the vinylhetarane series

Dieter Schollmeyer Gudrun Fischer Ludger Schröder Ulf Pindur G. Lutz Werner Massa

subject

Series (mathematics)Bicyclic molecule Chemistry Organic Chemistry Drug Discovery Diels alder Organic chemistry Biochemistry

description

Abstract The first asymmetric Diels-Alder reactions of some 3- and 2-vinylindoles with (N-propenoyl)bornane-10,2-sultam are described. With one exception, the experimental results are indicative of a high π-facial diastereoselectivity. Following a related procedure, 3-vinylindoles were also allowed to react with a racemic bis(naphthylsulfonyl)-dienophile to furnish tetrahydrocarbazoles with endo-diastereoselectivity.

year	journal	country	edition	language
1993-04-01	Tetrahedron

https://doi.org/10.1016/s0040-4020(01)80385-9

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