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Title: Enantioselective Synthesis of (−)‐Halenaquinone
Abstract

The efficient, 12–14 step (LLS) total synthesis of (−)‐halenaquinone has been achieved. Key steps in the synthetic sequence include: (a) proline sulfonamide‐catalyzed, Yamada–Otani reaction to establish the C6 all‐carbon quaternary stereocenter, (b) multiple, novel palladium‐mediated oxidative cyclizations to introduce the furan moiety, and (c) oxidative Bergman cyclization to form the final quinone ring.

 
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NSF-PAR ID:
10060904
Author(s) / Creator(s):
 ;  ;  ;  ;  
Publisher / Repository:
Wiley Blackwell (John Wiley & Sons)
Date Published:
Journal Name:
Angewandte Chemie
Volume:
130
Issue:
29
ISSN:
0044-8249
Page Range / eLocation ID:
p. 9255-9259
Format(s):
Medium: X
Sponsoring Org:
National Science Foundation
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