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Issue 29, 2018
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Construction of β to carbonyl stereogenic centres by asymmetric 1,4-addition of alkylzirconocenes to dienones and ynenones

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Abstract

Copper-catalyzed asymmetric 1,4-addition of alkylzirconium species to linear α,β,γ,δ unsaturated dienones and ynenones is reported. A variety of alkyl nucleophiles are introduced with good yields and excellent regio- and enantio-selectivities to give tertiary carbon centres bearing multiple functional groups. The method is also applicable to an ynethioate with ee's over 96%.

Graphical abstract: Construction of β to carbonyl stereogenic centres by asymmetric 1,4-addition of alkylzirconocenes to dienones and ynenones

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Article information


Submitted
10 Feb 2018
Accepted
15 Mar 2018
First published
15 Mar 2018

Chem. Commun., 2018,54, 3601-3604
Article type
Communication

Construction of β to carbonyl stereogenic centres by asymmetric 1,4-addition of alkylzirconocenes to dienones and ynenones

Z. Gao and S. P. Fletcher, Chem. Commun., 2018, 54, 3601
DOI: 10.1039/C8CC01201F

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