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Chiral cyclopropenimine-catalyzed enantioselective Michael additions between benzophenone-imine of glycine esters and α,β-unsaturated pyrazolamides

New Journal of Chemistry, ISSN: 1369-9261, Vol: 47, Issue: 40, Page: 18811-18817
2023
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Article Description

A highly enantioselective Michael addition between benzophenone-imine of glycine esters and β-substituted α,β-unsaturated pyrazolamides has been realized by using 10 mol% of a chiral cyclopropenimine (Lambert catalyst, CSB-1) as an organosuperbase catalyst under very mild conditions to afford Michael adducts in up to 95% yield and 99% ee. The pyroglutamic acid esters with two adjacent stereocenters are obtained through subsequent lactamization in quantitative yields and excellent enantioselectivities.

Bibliographic Details

Yu Jun Bai; Xue Ying Wang; Si Kai Zhu; Sheng Yong Zhang; Ping An Wang; Xiao Hui Zheng

Royal Society of Chemistry (RSC)

Chemical Engineering; Chemistry; Materials Science

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