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Title: Application of a Palladium‐Catalyzed C−H Functionalization/Indolization Method to Syntheses of cis ‐Trikentrin A and Herbindole B
Abstract

We describe herein formal syntheses of the indole alkaloidscis‐trikentrin A and herbindole B from a commonmeso‐hydroquinone intermediate prepared by a ruthenium‐catalyzed [2+2+1+1] cycloaddition that has not been used previously in natural product synthesis. Key steps include a sterically demanding Buchwald–Hartwig amination as well as a unique C(sp3)−H amination/indole formation. Studies toward a selective desymmetrization of themeso‐hydroquinone are also reported.

 
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NSF-PAR ID:
10235869
Author(s) / Creator(s):
 ;  ;  ;  ;  ;  ;  ;  ;  ;  
Publisher / Repository:
Wiley Blackwell (John Wiley & Sons)
Date Published:
Journal Name:
Angewandte Chemie
Volume:
128
Issue:
39
ISSN:
0044-8249
Page Range / eLocation ID:
p. 12003-12007
Format(s):
Medium: X
Sponsoring Org:
National Science Foundation
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