Highly Enantioselective Michael Addition of Nitroalkanes to Enones and Its Application in Syntheses of (R)-Baclofen and (R)-Phenibut

作者：Guo, Xing-Tao^*; Shen, Jie; Sha, Feng; Wu, Xin-Yan

来源：Synthesis (Germany), 2015, 47(14): 2063-2072.

DOI：10.1055/s-0034-1380203

• chiral primary amine-thiourea
• dehydroabietic amine
• enantioselective Michael addition
• nitroalkanes
• -unsaturated ketones

A highly enantioselective Michael addition of nitroalkanes to ,-unsaturated ketones was developed. In the presence of a chiral primary amine-thiourea catalyst based on dehydroabietic amine, -nitro ketones were obtained with excellent enantioselectivities (up to 99% ee) and in up to 96% yield. This protocol was successfully applied in asymmetric syntheses of (R)-baclofen and (R)-phenibut with high yields and excellent enantioselectivities.

• 出版日期2015-7
• 单位华东理工大学