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Insertion of metallated epoxynitriles into organozirconocene chlorides. A convergent synthesis of 2-cyano-1,3-dienes

Insertion of metallated epoxynitriles into organozirconocene chlorides. A convergent synthesis of 2-cyano-1,3-dienes
Insertion of metallated epoxynitriles into organozirconocene chlorides. A convergent synthesis of 2-cyano-1,3-dienes
Lithiated epoxynitriles insert efficiently into alkenylzirconocene chlorides via a 1,2-metallate rearrangement to form intermediates which eliminate Cp2Zr(Cl)O- to afford substituted 2-cyano-1,3-dienes.
zirconium, carbenoid, metallated epoxides, epoxynitrile, cyanodiene substituted epoxides, convenient synthesis, oxiranyl anions, reagents, lithiation, 2-cyano-1, 3-butadienes, carbenoids, aldehydes, ketones
0040-4039
6201-6205
Kasatkin, A. N.
63fa6751-0f10-447a-8419-6dc1a2a3e196
Whitby, R. J.
3b6b79e2-863d-4d31-a4f6-ebe786aabd79
Kasatkin, A. N.
63fa6751-0f10-447a-8419-6dc1a2a3e196
Whitby, R. J.
3b6b79e2-863d-4d31-a4f6-ebe786aabd79

Kasatkin, A. N. and Whitby, R. J. (2000) Insertion of metallated epoxynitriles into organozirconocene chlorides. A convergent synthesis of 2-cyano-1,3-dienes. Tetrahedron Letters, 41 (32), 6201-6205. (doi:10.1016/S0040-4039(00)01006-6).

Record type: Article

Abstract

Lithiated epoxynitriles insert efficiently into alkenylzirconocene chlorides via a 1,2-metallate rearrangement to form intermediates which eliminate Cp2Zr(Cl)O- to afford substituted 2-cyano-1,3-dienes.

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More information

Published date: 5 August 2000
Keywords: zirconium, carbenoid, metallated epoxides, epoxynitrile, cyanodiene substituted epoxides, convenient synthesis, oxiranyl anions, reagents, lithiation, 2-cyano-1, 3-butadienes, carbenoids, aldehydes, ketones

Identifiers

Local EPrints ID: 18999
URI: http://eprints.soton.ac.uk/id/eprint/18999
ISSN: 0040-4039
PURE UUID: 8d167335-d610-47f1-9038-92e33e39528d

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Date deposited: 15 Dec 2005
Last modified: 15 Mar 2024 06:09

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Contributors

Author: A. N. Kasatkin
Author: R. J. Whitby

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