Enantioselectively catalyzed intramolecular cyclopropanations of unsaturated diazo carbonyl compounds
作者:William G. Dauben、Robert T. Hendricks、Michael J. Luzzio、Howard P. Ng
DOI:10.1016/s0040-4039(00)97218-6
日期:1990.1
A series of unsaturated α-diazo carbonyl compounds underwent enantioselective intramolecular cyclopropanation (ee = 4–77%) when treated with an enantiomerically pure chiral copper catalyst. The nature of the diazo substrate was critical: α-diazo ketones gave the best enantioselectivities whereas α-diazo β-keto ester systems showed diminished enantioselectivities.
当用对映体纯的手性铜催化剂处理时,一系列不饱和的α-重氮羰基化合物经历了对映选择性分子内环丙烷化(ee = 4–77%)。重氮底物的性质至关重要:α-重氮酮的对映选择性最佳,而α-重氮β-酮酯体系的对映选择性降低。