Gold-catalyzed [4+3]-annulation of oxabicyclic benzenes with 2-substituted allylsilanes through tandem allylation and cyclization.

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Abstract

This work reports new gold-catalyzed [4+3]-annulations of oxacyclic benzenes with 2-substituted allylsilanes through tandem allylation and cyclization; on the basis of experimental observations, we propose a mechanism involving the opening of the oxacyclic ring by a PPh3Au+-assisted SN2-attack of allylsilanes.

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Journal

Journal ID (iso-abbrev): Org. Lett.

Title: Organic letters

Publisher: American Chemical Society (ACS)

ISSN: 1523-7060

ISSN (Print): 1523-7052

Publication date (Electronic): Feb 07 2008

Volume: 10

Issue: 3

Affiliations

[1 ] Department of Chemistry, National Tsing-Hua University, Hsinchu, Taiwan, ROC.

Article

DOI: 10.1021/ol7030334

PubMed ID: 18184002

SO-VID: 0a46d42d-6779-4701-9370-cf8d2f9c7988

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