Dephosphonylation of alpha-fully substituted beta-keto phosphonates with LiAlH4; Regioselective alkylation of ketones employing phosphonate as a temporary activating group

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Alkylation of beta-keto phosphonates is performed by treatment of beta-keto phosphonates with n-BuLi, followed by addition of alkyl halides. The acquired a fully substituted beta-keto phosphonates are dephosphonylated by treatment of the lithium enolates with LiAlH4, followed by quenching with aqueous H2SO4 solution. This whole procedure represents a new route to regioselective alkylation of ketones. (C) 1997 Elsevier Science Ltd.
Publisher
Pergamon-Elsevier Science Ltd
Issue Date
1997
Language
English
Article Type
Article
Keywords

SULFONES

Citation

TETRAHEDRON LETTERS, v.38, no.26, pp.4567 - 4570

ISSN
0040-4039
URI
http://hdl.handle.net/10203/71368
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