AbstractAn atroposelective Ir‐catalyzed dynamic kinetic resolution (DKR) of 2‐(quinolin‐8‐yl)benzaldehydes/1‐naphthaldehydes by transfer hydrogenative coupling of allyl acetate is disclosed. The allylation reaction takes place with simultaneous installation of central and axial chirality, reaching high diastereoselectivities and excellent enantiomeric excesses when ortho‐cyclometalated iridium‐DM‐BINAP is used as the catalyst. The racemization of the substrates occurs through a designed transient Lewis acid‐base interaction between the quinoline nitrogen atom and the aldehyde carbonyl group.
摘要 通过
乙酸烯丙酯的转移氢化偶联,公开了一种由
铱催化的 2-(
喹啉-8-基)
苯甲醛/
1-萘甲醛的非选择性动态动力学解析(DKR)。烯丙基化反应同时具有中心和轴向手性,当使用正交环甲基化
铱-
DM-BINAP 作为催化剂时,可达到很高的非对映选择性和优异的对映体过量。底物的外消旋化是通过
喹啉氮原子和醛羰基之间设计的瞬时
路易斯酸碱作用实现的。