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Home / Synthetic Communications, Volume 37, Number 12

Simple, One-Pot Procedure for the Generation of Homoallylic Alcohols from Barbier-Type Allylation of Gem-diacetates in the Presence of -Cyclodextrin in Water

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Authors: Reddy, M. Somi; Narender, M.; Nageswar, Y. V. D.; Rao, K. Rama

Source: Synthetic Communications, Volume 37, Number 12, January 2007, pp. 1983-1988(6)

Publisher: Taylor and Francis Ltd

DOI: https://doi.org/10.1080/00397910701356371

A novel and highly efficient allylation of gem-diacetates using allylbromide has been developed in aqueous medium catalyzed by -cyclodextrin in the presence of Zn-mediated Barbier-type allylation to afford the corresponding homoallylic alcohols in good yields. The -cyclodextrin can be recovered and reused for a number of runs without significant loss of activity.

Keywords: allylbromide; gem-diacetates; homoallylic alcohols; water; -cyclodextrin

Document Type: Research Article

Affiliations: Organic Chemistry Division I, Indian Institute of Chemical Technology, Hyderabad, India

Publication date: 01 January 2007

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