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  • Simple cyclohexanediamine-derived primary amine thiourea catalyzed highly enantioselective conjugate addition of nitroalkanes to enones.

Simple cyclohexanediamine-derived primary amine thiourea catalyzed highly enantioselective conjugate addition of nitroalkanes to enones.

Organic letters (2009-06-03)
Kui Mei, Mei Jin, Shilei Zhang, Ping Li, Wenjing Liu, Xiaobei Chen, Fei Xue, Wenhu Duan, Wei Wang
PMID19485350
ABSTRACT

A highly enantioselective conjugate addition of nitroalkanes to enones has been developed. The process is efficiently catalyzed by a simple chiral cyclohexanediamine-derived primary amine thiourea with a broad substrate scope.

MATERIALS
Product Number
Brand
Product Description
270016
Sigma-Aldrich
(±)-trans-1,2-Diaminocyclohexane, 99%
346721
Sigma-Aldrich
(1R,2R)-(−)-1,2-Diaminocyclohexane, 98%
132551
Sigma-Aldrich
1,2-Diaminocyclohexane, mixture of cis and trans, 99%
346713
Sigma-Aldrich
(1S,2S)-(+)-1,2-Diaminocyclohexane, 98%