Tetrahedron Letters

Confirmation of the absolute configuration of (−)-aurantioclavine

DC Behenna, S Krishnan, BM Stoltz

Index: Behenna, Douglas C.; Krishnan, Shyam; Stoltz, Brian M. Tetrahedron Letters, 2011 , vol. 52, # 17 p. 2152 - 2154

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Citation Number: 8

Abstract

We confirm our previous assignment of the absolute configuration of (−)-aurantioclavine as 7R by crystallographically characterizing an advanced 3-bromoindole intermediate reported in our previous synthesis. This analysis also provides additional support for our model of enantioinduction in the palladium (II)-catalyzed oxidative kinetic resolution of secondary alcohols.

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