New preparation of stereodefined α,α-unsaturated ketones by carbomagnesiation of α-allenyl ketones

Nicka Chinkov; Natalia Morlender-Vais; Ilan Marek

doi:10.1016/S0040-4039(02)01211-X

New preparation of stereodefined α,α-unsaturated ketones by carbomagnesiation of α-allenyl ketones

Nicka Chinkov, Natalia Morlender-Vais, Ilan Marek

Research output: Contribution to journal › Article › peer-review

Abstract

The addition of several alkylmagnesium halides to an α-allenyl ketone leads to the corresponding α,β-unsaturated ketones as single geometrical isomers. A π-chelation between the metal and the unsaturation is proposed to explain the steric outcome of this reaction.

Original language	English
Pages (from-to)	6009-6010
Number of pages	2
Journal	Tetrahedron Letters
Volume	43
Issue number	34
DOIs	https://doi.org/10.1016/S0040-4039(02)01211-X
State	Published - 19 Aug 2002
Externally published	Yes

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

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title = "New preparation of stereodefined α,α-unsaturated ketones by carbomagnesiation of α-allenyl ketones",

abstract = "The addition of several alkylmagnesium halides to an α-allenyl ketone leads to the corresponding α,β-unsaturated ketones as single geometrical isomers. A π-chelation between the metal and the unsaturation is proposed to explain the steric outcome of this reaction.",

author = "Nicka Chinkov and Natalia Morlender-Vais and Ilan Marek",

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AU - Chinkov, Nicka

AU - Morlender-Vais, Natalia

AU - Marek, Ilan

PY - 2002/8/19

Y1 - 2002/8/19

N2 - The addition of several alkylmagnesium halides to an α-allenyl ketone leads to the corresponding α,β-unsaturated ketones as single geometrical isomers. A π-chelation between the metal and the unsaturation is proposed to explain the steric outcome of this reaction.

AB - The addition of several alkylmagnesium halides to an α-allenyl ketone leads to the corresponding α,β-unsaturated ketones as single geometrical isomers. A π-chelation between the metal and the unsaturation is proposed to explain the steric outcome of this reaction.

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U2 - 10.1016/S0040-4039(02)01211-X

DO - 10.1016/S0040-4039(02)01211-X

M3 - Article

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SN - 0040-4039

VL - 43

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EP - 6010

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 34

ER -

New preparation of stereodefined α,α-unsaturated ketones by carbomagnesiation of α-allenyl ketones

Abstract

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