以手性硫催化劑進行不對稱氮丙啶化反應之研究

Abstract

以市售的5-溴基戊酸乙酯、4-正丁基溴苯或3,5-二苯基溴苯經由五步驟可得硫化物衍生物2d - 2g。我們以硫化物2d - 2g作為催化劑進行不對稱氮丙啶反應之應用，探討氫鍵催化劑對亞胺的活化作用，並成功合成出苯乙烯基氮丙啶，得到良好的產率及鏡像選擇性。Novel chiral tetrahydrothiophene derivatives 2b – g were synthesized from commercially available 5-bromovalerate and 4-butylbromobenzene or 3,5-diphenylbromobenzene. We demonstrate the application of these chiral sulfur catalysts in asymmetric aziridination of cinnamyl bromide and imines, and also investigate the promotion of the catalytic process by hydrogen bond catalyst such as ureas and thioureas. Vinyl-aziridines 9e - s were successfully obtained in good to excellent yields with high enantioselectivity and moderate diastereoselectivity.