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Diversification reactions of ?-silyl allenyl esters: selective conversion to all-carbon quaternary centers and ?-allene dicarbinols.

ABSTRACT: The unique reactivity of ?-silyl allenyl esters is described. Taking advantage of the silyl group as a fluoride acceptor, these allenoates readily underwent addition to a variety of electrophiles to selectively yield products with all-carbon quaternary centers or allenoate dicarbinols. These dicarbinols were subsequently converted to novel highly substituted 6-hydro-2-pyrones.

SUBMITTER: Jana S

PROVIDER: S-EPMC5510162 | biostudies-literature | 2017 May

REPOSITORIES: biostudies-literature

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Diversification reactions of γ-silyl allenyl esters: selective conversion to all-carbon quaternary centers and γ-allene dicarbinols.

Jana Susovan S Roy Animesh A Lepore Salvatore D SD

Chemical communications (Cambridge, England) 20170501 37

The unique reactivity of γ-silyl allenyl esters is described. Taking advantage of the silyl group as a fluoride acceptor, these allenoates readily underwent addition to a variety of electrophiles to selectively yield products with all-carbon quaternary centers or allenoate dicarbinols. These dicarbinols were subsequently converted to novel highly substituted 6-hydro-2-pyrones. ...[more]

PMID: 28435948

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