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Copper-Catalyzed Enantioselective Cyclopropanation of Internal Olefins with Diazomalonates.

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The first enantioselective copper catalyzed cyclopropanation of internal olefins with diazomalonates is reported. This process provides a new method for the synthesis of chiral 1,1-cyclopropane diesters. With a chiral bi-side… Click to show full abstract

The first enantioselective copper catalyzed cyclopropanation of internal olefins with diazomalonates is reported. This process provides a new method for the synthesis of chiral 1,1-cyclopropane diesters. With a chiral bi-side arm bisoxazoline-copper(I) complex, the reaction performed well over a series of substrates, giving the desired products in good yields (up to 95%) and excellent enantioselectivities (90-95% ee).

Keywords: cyclopropanation internal; catalyzed enantioselective; olefins diazomalonates; copper catalyzed; internal olefins

Journal Title: Organic letters
Year Published: 2017

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