Li G, Wei H X, Phelps B S, Purkiss D W, Kim S H
Department of Chemistry and Biochemistry, Texas Tech University, Lubbock, Texas 79409-1061, USA.
Org Lett. 2001 Mar 22;3(6):823-6. doi: 10.1021/ol000377+.
The asymmetric catalytic aldol reaction of silyl allenolates with aldehydes has been achieved by using N-C(3)F(7)CO oxazaborolidine as the catalyst. The fluoroacyl group of the catalyst was found to be crucial for control of enantioselectivity. The reaction provides the first enantioselective approach to beta-halo Baylis-Hillman-type adducts.
通过使用N-C(3)F(7)CO恶唑硼烷作为催化剂,实现了硅基烯醇醚与醛的不对称催化羟醛缩合反应。发现催化剂的氟酰基对于对映选择性的控制至关重要。该反应为β-卤代贝利斯-希尔曼型加合物提供了第一种对映选择性合成方法。