Issue 29, 2018

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

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

Supplementary files

Article information

Article type
Communication
Submitted
10 Feb 2018
Accepted
15 Mar 2018
First published
15 Mar 2018

Chem. Commun., 2018,54, 3601-3604

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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