二苯基八氢吲哚醇硅醚催化α,β-不饱和醛不对称[3+3]氮杂环化反应合成苯并呋喃衍生物

Synthesis of Benzofuran Derivatives by Diphenylperhydroindolinol Silyl Ether-Catalyzed Asymmetric[3+3]Aza-cyclization ofα,β-Unsaturated Aldehydes

二苯基八氢吲哚醇硅醚可高对映选择性催化3-氨基苯并呋喃与α,β-不饱和醛的[3+3]氮杂环化反应,获得高收率(高达93%)、高非对映选择性(dr>20∶1)和高对映选择性(86%~>99%ee)的苯并呋喃衍生物.该方法可获得克级规模的苯并呋喃衍生物.

A highly enantioselective[3+3]aza-cyclization ofα,β-unsaturated aldehydes with 3-aminobenzofuran promoted by diphenylperhydroindolinol silyl ether has been described,which afforded benzofuran derivatives in high yields(up to 93%),diastereoselectivities(dr>20∶1)and enantioselectivities(86%~>99%ee).This method also enabled to obtain benzofu-ran derivatives in gram scale-up.