Roger Adams Laboratory, Department of Chemistry, University of Illinois , 600 South Mathews Avenue, Urbana, Illinois 61801, United States.
Org Lett. 2014 Jan 3;16(1):70-3. doi: 10.1021/ol403041k. Epub 2013 Dec 11.
The conjugate addition of acyl anion equivalents derived from 2-silyl-1,3-dithianes to α,β-unsaturated ketones and esters has been achieved using a substoichiometric amount of TBAF. High yields and short reaction times are observed for the addition of aryl-1,3-dithianes to a variety of cyclic and acyclic α,β-unsaturated carbonyl acceptors. Observation of the reactive anion by (13)C NMR spectroscopy and extension to an asymmetric variant is also presented.
使用亚化学计量的 TBAF，实现了 2-硅基-1,3-二噻烷衍生的酰基阴离子等价物与α,β-不饱和酮和酯的共轭加成。观察到芳基-1,3-二噻烷与各种环状和非环状α,β-不饱和羰基受体加成时，产率高，反应时间短。还通过（13）C NMR 光谱观察到反应性阴离子，并将其扩展到不对称变体。
