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Issue 32, 2013
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Direct asymmetric aldol addition–isomerization of α,β-unsaturated γ-butyrolactam with aryl α-ketoesters: synthesis of MBH-type products

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Abstract

A highly efficient direct asymmetric aldol addition–isomerization reaction at the α-position of α,β-unsaturated γ-butyrolactam and aryl α-ketoesters by using a bifunctional thiourea catalyst was achieved. Morita–Baylis–Hillman type adducts containing a quaternary stereocenter can be obtained in high yields and with excellent enantioselectivities (up to 99% ee).

Graphical abstract: Direct asymmetric aldol addition–isomerization of α,β-unsaturated γ-butyrolactam with aryl α-ketoesters: synthesis of MBH-type products

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Publication details

The article was received on 28 Jan 2013, accepted on 05 Mar 2013 and first published on 05 Mar 2013


Article type: Communication
DOI: 10.1039/C3CC40717A
Chem. Commun., 2013,49, 3300-3302

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    Direct asymmetric aldol addition–isomerization of α,β-unsaturated γ-butyrolactam with aryl α-ketoesters: synthesis of MBH-type products

    J. Zhang, X. Liu, X. Ma and R. Wang, Chem. Commun., 2013, 49, 3300
    DOI: 10.1039/C3CC40717A

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