Enantioselective 1,4-Reduction of Pyrimidin-2-ones to Synthesize Novel 3,4-Dihydropyrimidin-2(1H)-ones Containing an Alkyl-substituted Stereogenic Center

摘要

An efficient asymmetric 1,4-reduction of pyrimidin-2-ones with a chiral phosphoric acid-catalyzed system has been successfully developed, furnishing a series of chiral 3,4-dihydro-pyrimidin-2-one derivatives in excellent yields and enantioselectivities (up to 99% ee). Notably, this methodology enables a novel kind of chiral 3,4-dihydropyrimidin-2-one with an alkyl stereogenic center to be prepared in high optical purity for the first time.