Asymmetric Phase-Transfer Catalytic aza-Michael Addition to Cyclic Enone: Highly Enantioselective and Diastereoselective Synthesis of Cyclic 1,3-Aminoalcohols
作者:Jaeyong Lee、Jeong Woo Ban、Jeongseok Kim、Sehun Yang、Geumwoo Lee、Lama Prema Dhorma、Mi-hyun Kim、Min Woo Ha、Suckchang Hong、Hyeung-geun Park
DOI:10.1021/acs.orglett.2c00192
日期:2022.3.4
tert-butyl β-naphthylmethoxycarbamate to cyclic enones has been accomplished by using a new cinchona alkaloid derived C(9)-urea ammonium catalyst under phase-transfer catalysis conditions with up to 98% ee at 0 °C. The resulting aza-Michael adducts can be converted to versatile intermediates by selective deprotection and the cyclic 1,3-aminoalcohols by diastereoselective reduction with up to 32:1, which have