Iino Yuta, Matsushima Yasuyuki, Nakashima Kosuke, Hirashima Shin-Ichi, Miura Tsuyoshi
Tokyo University of Pharmacy and Life Sciences, 1432-1 Horinouchi, Hachioji, Tokyo 192-0392, Japan.
J Org Chem. 2024 Aug 16;89(16):11789-11795. doi: 10.1021/acs.joc.4c01218. Epub 2024 Aug 2.
A diaminomethylenemalononitrile organocatalyst efficiently promoted the asymmetric direct vinylogous conjugate addition of α-angelica lactone derivatives to β-phenylsulfonylenones, affording the corresponding γ-alkenyl γ-butenolides in high yields with excellent enantioselectivities (up to 97% ee) after the elimination of the phenylsulfonyl group. This study reports the first successful example of a stereoselective reaction using β-phenylsulfonylenone as the direct alkenyl donor.
一种二氨基亚甲基丙二腈有机催化剂有效地促进了α-当归内酯衍生物与β-苯磺酰烯酮的不对称直接乙烯基类似物共轭加成反应，在消除苯磺酰基后，以高收率和优异的对映选择性（高达97%ee）得到相应的γ-烯基γ-丁烯内酯。本研究报道了首例以β-苯磺酰烯酮作为直接烯基供体的立体选择性反应的成功实例。
