Experimental and Computational Studies for the Synthesis of Functionalized Cyclopropanes from 2‐Substituted Allylic Derivatives with Ethyl Diazoacetate.

Autor:	Zhao, Chengtao, Besset, Tatiana, Legault, Claude Y., Jubault, Philippe
Předmět:	ASYMMETRIC synthesis CYCLOPROPANE derivatives RUTHENIUM compounds ETHYL acetate RUTHENIUM catalysts ALKENES
Zdroj:	Chemistry - A European Journal; 2/7/2024, Vol. 30 Issue 8, p1-9, 9p
Abstrakt:	The catalytic asymmetric synthesis of highly functionalized cyclopropanes from 2‐substituted allylic derivatives is reported. Using ethyl diazo acetate, the reaction, catalyzed by a chiral ruthenium complex (Ru(II)‐Pheox), furnished the corresponding easily separable cis and trans cyclopropanes in moderate to high yields (32‐97 %) and excellent ee (86‐99 %). This approach significantly extends the portfolio of accessible enantioenriched cyclopropanes from an underexplored class of olefins. DFT calculations suggest that an outer‐sphere mechanism is operative in this system. [ABSTRACT FROM AUTHOR]
Databáze:	Complementary Index
Externí odkaz:	Zobrazit plný text záznamu Plný text