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

Org Lett

Authors	Stephen Scully Shao-Liang Zheng Bridget Wagner Stuart Schreiber
Keywords	Molecular Structure Aldehydes Alkynes Amides Catalysis Cyclization Gold 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.
Year of Publication	2015
Journal	Org Lett
Volume	17
Issue	3
Pages	418-21
Date Published	2015 Feb 06
ISSN	1523-7052
DOI	10.1021/ol503273v
PubMed ID	25569027
PubMed Central ID	PMC4323038
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Grant list	R37 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