Journal
TETRAHEDRON LETTERS
Volume 52, Issue 17, Pages 2152-2154Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2010.11.074
Keywords
Aurantioclavine; Absolute configuration; Oxidative kinetic resolution; Indole alkaloid; Azepinoindole
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Funding
- King Abdullah University of Science and Technology (KAUST) [KUS-11-006-02]
- Caltech
- Amgen
- California TRDRP
- NSF [CHE-0639094]
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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. (C) 2010 Elsevier Ltd. All rights reserved.
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