Joint Laboratory of Green Synthetic Chemistry, Department of Chemistry, University of Science and Technology of China, Hefei, Anhui 230026, China.
J Org Chem. 2011 Oct 7;76(19):8095-9. doi: 10.1021/jo2014142. Epub 2011 Sep 13.
A range of ketones and aldehydes smoothly undergo asymmetric S(N)1 α-alkylation with N-benzylic sulfonamides in the presence of 10 mol % of a chiral imidazolidinone and trifluoroacetic acid to give the corresponding products in good to excellent yields and with good enantioselectivity. This chemistry has been successfully extended to the asymmetric desymmetrization of 4-substituted cyclohexanones, which exhibits greater than 99:1 diastereoselectivity and good enantioselectivity.
一系列酮和醛在 10 mol%的手性咪唑烷酮和三氟乙酸存在下与 N-苄基磺酰胺顺利进行不对称 S(N)1α-烷基化反应，以良好至优异的收率和良好的对映选择性得到相应的产物。这种化学方法已成功扩展到 4-取代环己酮的不对称去对称化，其表现出大于 99:1 的非对映选择性和良好的对映选择性。
