An asymmetric total synthesis of brevisamide.
An enantioselective synthesis of marine alkaloid brevisamide was accomplished in a convergent manner. The synthesis utilized an enantioselective hetero-Diels-Alder reaction which sets three chiral centers in compound 11. The synthesis also features a modified Wolff-Kishner reduction, Rubottom oxidation, and Suzuki-Miyaura coupling to furnish brevisamide.
Ghosh
Arun K
AK
Department of Chemistry, Purdue University, 560 Oval Drive, West Lafayette, Indiana 47907, USA. akghosh@purdue.edu
Li
Jianfeng
J
D000470:Alkaloids / Q000138:chemical synthesis*; D005231:Fatty Acids, Unsaturated / Q000138:chemical synthesis*; D008386:Marine Biology; D015394:Molecular Structure; D011714:Pyrans; D013237:Stereoisomerism; D000095702:Polyether Toxins
D000470:Alkaloids; D005231:Fatty Acids, Unsaturated; D011714:Pyrans; C532303:brevisamide; D000095702:Polyether Toxins
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