Confirmation of the absolute configuration of (−)-aurantioclavine

Douglas C. Behenna, Shyam Krishnan, Brian M. Stoltz

Research output: Contribution to journalArticlepeer-review

18 Scopus citations


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. © 2010 Elsevier Ltd. All rights reserved.
Original languageEnglish (US)
Pages (from-to)2152-2154
Number of pages3
JournalTetrahedron Letters
Issue number17
StatePublished - Apr 2011
Externally publishedYes

Bibliographical note

KAUST Repository Item: Exported on 2020-10-01
Acknowledged KAUST grant number(s): KUS-11-006-02
Acknowledgements: This publication is based on work supported by Award No. KUS-11-006-02, made by King Abdullah University of Science and Technology (KAUST). Financial support from Caltech, Amgen, and the California TRDRP (postdoctoral fellowship to S.K.) is also gratefully acknowledged. The Bruker KAPPA APEXII X-ray diffractometer used in this study was purchased via an NSF CRIF:MU award to Caltech, CHE-0639094.
This publication acknowledges KAUST support, but has no KAUST affiliated authors.


Dive into the research topics of 'Confirmation of the absolute configuration of (−)-aurantioclavine'. Together they form a unique fingerprint.

Cite this