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Org Lett DOI:10.1021/ol503273v

Synthesis of oxazocenones via gold(I)-catalyzed 8-endo-dig hydroalkoxylation of alkynamides.

Publication TypeJournal Article
Year of Publication2015
AuthorsScully, SS, Zheng, S-L, Wagner, BK, Schreiber, SL
JournalOrg Lett
Volume17
Issue3
Pages418-21
Date Published2015 Feb 06
ISSN1523-7052
KeywordsAldehydes, Alkynes, Amides, Catalysis, Cyclization, Gold, Molecular Structure, Oxazocines, Stereoisomerism
Abstract

Several benzoxazocenones have been found to exhibit novel cellular activities. In the present study, we report a gold(I)-catalyzed 8-endo-dig hydroalkoxylation reaction of alkynamides to access analogous oxazocenone scaffolds. This methodology provided an advanced intermediate, which was elaborated to a des-benzo analog of a bioactive benzoxazocenone.

DOI10.1021/ol503273v
Pubmed

http://www.ncbi.nlm.nih.gov/pubmed/25569027?dopt=Abstract

Alternate JournalOrg. Lett.
PubMed ID25569027
PubMed Central IDPMC4323038
Grant ListR37 GM038627 / GM / NIGMS NIH HHS / United States
DP2 DK083048 / DK / NIDDK NIH HHS / United States
R01 GM038627 / GM / NIGMS NIH HHS / United States
GM038627 / GM / NIGMS NIH HHS / United States
/ / Howard Hughes Medical Institute / United States
DP2-DK083048 / DK / NIDDK NIH HHS / United States