Organic Letters
Organic Letters
4 years ago

Enantio- and Diastereoselective Cyclopropanation of β,γ-Unsaturated α-Ketoester by a Chiral Phosphate/Indium(III) Complex

Enantio- and Diastereoselective Cyclopropanation of β,γ-Unsaturated α-Ketoester by a Chiral Phosphate/Indium(III) Complex
Sanzhong Luo, Xingren Zhong, Jian Lv
We report herein an enantioselective cyclopropanation of β,γ-unsaturated α-ketoesters with diazoesters by the complexes of InBr3 and chiral calcium phosphate. The reaction proceeds via a Michael addition–cyclization pathway to afford highly functionalized chiral cyclopropanes with excellent enantioselectivities (up to >99% ee) as a single diastereoisomer.

Publisher URL: http://dx.doi.org/10.1021/acs.orglett.7b01577

DOI: 10.1021/acs.orglett.7b01577

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