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Title: Enantioselective total synthesis of (+)-cylindricine B
This article describes the first enantioselective synthesis of the Tasmanian marine alkaloid (+)-cylindricine B. The concise construction of the compound hinged on dearomative retrosynthetic logic combined with a tactical advance in the generation of congested, cyclic, alpha-tertiary amine centers. The scope of this key coupling reaction was explored in addition to providing a synthetic application for Cu-catalyzed enantioselective dearomatization of N-acyl-pyridiniums. The synthesis proceeds in five or six steps from commercially available starting materials.  more » « less
Award ID(s):
2154662
PAR ID:
10552029
Author(s) / Creator(s):
; ;
Publisher / Repository:
Royal Society of Chemistry
Date Published:
Journal Name:
Chemical Science
Volume:
15
Issue:
40
ISSN:
2041-6520
Page Range / eLocation ID:
16554 to 16558
Format(s):
Medium: X
Sponsoring Org:
National Science Foundation
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