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A convergent regiospecific synthesis of zirconium enolates

A convergent regiospecific synthesis of zirconium enolates
A convergent regiospecific synthesis of zirconium enolates
alpha-Lithiated phenylsulphonyloxiranes insert into alkenylzirconocene chlorides with loss of phenylsulphinate to give zirconyloxiranes which smoothly rearrange by either alpha- or beta- C-O cleavage to afford regiodefined zirconium enolates which may be further elaborated.
zirconium enolate, carbenoid, lithiated oxirane, multicomponent, rearrangementcarbenoid insertion, oxiranyl anions, epoxides, rearrangement, chemistry, reagents, zirconacycles, derivatives, alkylation, mechanism
0040-4020
9857-9864
Kasatkin, A.
9c574040-4a45-46ff-8e74-e80f1bdaac22
Whitby, R. J.
45632236-ab00-4ad0-a02d-6209043e818b
Kasatkin, A.
9c574040-4a45-46ff-8e74-e80f1bdaac22
Whitby, R. J.
45632236-ab00-4ad0-a02d-6209043e818b

Kasatkin, A. and Whitby, R. J. (2003) A convergent regiospecific synthesis of zirconium enolates. Tetrahedron, 59 (49), 9857-9864. (doi:10.1016/j.tet.2003.09.022).

Record type: Article

Abstract

alpha-Lithiated phenylsulphonyloxiranes insert into alkenylzirconocene chlorides with loss of phenylsulphinate to give zirconyloxiranes which smoothly rearrange by either alpha- or beta- C-O cleavage to afford regiodefined zirconium enolates which may be further elaborated.

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More information

Published date: 1 December 2003
Keywords: zirconium enolate, carbenoid, lithiated oxirane, multicomponent, rearrangementcarbenoid insertion, oxiranyl anions, epoxides, rearrangement, chemistry, reagents, zirconacycles, derivatives, alkylation, mechanism

Identifiers

Local EPrints ID: 19991
URI: http://eprints.soton.ac.uk/id/eprint/19991
ISSN: 0040-4020
PURE UUID: 80e0d97f-c578-4e2a-85cd-513ca7253124
ORCID for R. J. Whitby: ORCID iD orcid.org/0000-0002-9891-5502

Catalogue record

Date deposited: 17 Feb 2006
Last modified: 16 Mar 2024 02:33

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Contributors

Author: A. Kasatkin
Author: R. J. Whitby ORCID iD

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