Tang Qiong, Lin Lili, Ji Jie, Hu Haipeng, Liu Xiaohua, Feng Xiaoming
Key Laboratory of Green Chemistry and Technology, Ministry of Education, College of Chemistry, Sichuan University, Chengdu, 610064, P. R. China.
Chemistry. 2017 Nov 21;23(65):16447-16451. doi: 10.1002/chem.201704100. Epub 2017 Oct 26.
A direct asymmetric vinylogous aldol reaction of nonactivated natural α-angelica lactone to isatins has been developed. With a N,N'-dioxide-Sc(OTf) complex as catalyst, a variety of δ-hydroxy butenolides bearing congested adjacent tetrasubstituted stereocenters were obtained in good yields with high diastereoselectivities and excellent enantioselectivities. Besides, a possible transition state was proposed to explain the origin of the asymmetric induction.
已开发出非活化天然α-当归内酯与异吲哚酮的直接不对称乙烯基类似物羟醛缩合反应。以N，N'-二氧化物-Sc（OTf）配合物为催化剂，可高产率、高非对映选择性和优异对映选择性地得到多种带有相邻拥挤四取代立体中心的δ-羟基丁烯内酯。此外，还提出了一种可能的过渡态来解释不对称诱导的起源。
