Ontology highlight
ABSTRACT:
SUBMITTER: Zhang D
PROVIDER: S-EPMC2519174 | biostudies-literature | 2005 Dec
REPOSITORIES: biostudies-literature
Zhang Donghui D Ready Joseph M JM
Organic letters 20051201 25
[chemical reaction: see text]. A direct and general synthesis of alpha-branched aldehydes and their enol derivatives is described. Carbocupration of terminal alkynes and subsequent oxygenation with lithium tert-butyl peroxide generates a metallo-enolate. Trapping with various electrophiles provides alpha-branched aldehydes or stereo-defined trisubstituted enol esters or silyl ethers. The tandem carbocupration/oxygenation tolerates alkyl and silyl ethers, esters, and tertiary amines. The reaction ...[more]