Highly Enantioselective Kinetic Resolution of Michael Adducts through N‐Heterocyclic Carbene Catalysis: An Efficient Asymmetric Route to Cyclohexenes | Zendy

Chen XiangYu | Zendy; Li Sun | Zendy; Liu Qiang | Zendy; Kumar Mukesh | Zendy; Peuronen Anssi | Zendy; Rissanen Kari | Zendy; Enders Dieter | Zendy

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Highly Enantioselective Kinetic Resolution of Michael Adducts through N‐Heterocyclic Carbene Catalysis: An Efficient Asymmetric Route to Cyclohexenes

Author(s) -

Chen XiangYu,

Li Sun,

Liu Qiang,

Kumar Mukesh,

Peuronen Anssi,

Rissanen Kari,

Enders Dieter

Publication year - 2018

Publication title -

chemistry – a european journal

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.687

H-Index - 242

eISSN - 1521-3765

pISSN - 0947-6539

DOI - 10.1002/chem.201802420

Subject(s) - kinetic resolution , enantioselective synthesis , carbene , adduct , diastereomer , chemistry , selectivity , enantiomer , michael reaction , catalysis , resolution (logic) , organocatalysis , combinatorial chemistry , organic chemistry , stereochemistry , computer science , artificial intelligence

A highly efficient strategy for the kinetic resolution of Michael adducts was realized using a chiral N‐heterocyclic carbene catalyst. The kinetic resolution provides a new convenient route to single diastereomers of cyclohexenes and Michael adducts in good yields with high enantiomeric excesses (up to 99 % ee with a selectivity factor of up to 458). This “two flies with one swat” concept allows the synthesis of these two synthetically valuable compound classes at the same time by a single transformation.

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