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Title: Enantioselective Catalysis Coupled with Stereodivergent Cyclization Strategies Enables Rapid Syntheses of (+)‐Limaspermidine and (+)‐Kopsihainanine A
Abstract

Enantioselective Pd‐catalyzed allylic alkylations of dihydropyrido[1,2‐a]indolone (DHPI) substrates were used to construct the C20‐quaternary stereocenters of multiple monoterpene indole alkaloids. Stereodivergent Pictet–Spengler and Bischler–Napieralski cyclization/reduction cascades furnish thecis‐andtrans‐fused azadecalin subunits present inAspidospermaandKopsiaalkaloids, respectively, en route to highly efficient syntheses of (+)‐limaspermidine and (+)‐kopsihainanine A.

 
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NSF-PAR ID:
10040323
Author(s) / Creator(s):
 ;  ;  
Publisher / Repository:
Wiley Blackwell (John Wiley & Sons)
Date Published:
Journal Name:
Angewandte Chemie International Edition
Volume:
56
Issue:
41
ISSN:
1433-7851
Page Range / eLocation ID:
p. 12624-12627
Format(s):
Medium: X
Sponsoring Org:
National Science Foundation
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