title: Organocatalytic asymmetric transformations of modified Morita-Baylis-Hillman adducts.
abstract: Chiral Lewis basic tertiary amines or phosphines can enable properly modified Morita-Baylis-Hillman (MBH) adducts to undergo asymmetric allylic substitutions with a wide range of nucleophiles. In addition, assisted by a Brønsted base, chiral Lewis bases can also catalytically convert modified MBH adducts into allylic ylides, which can be engaged in a variety of asymmetric annulation reactions. This tutorial review will focus on such chiral Lewis base-catalysed asymmetric transformations of MBH adducts, especially those developed over the past five years, allowing for the rapid construction of densely functionalised chiral molecules with high levels of regio- and stereoselectivities.
authors.affiliation: Department of Medicinal Chemistry, College of Pharmacy, The Third Military Medical University, Chongqing 400038, China.
authors.forename: Tian-Yu
authors.initials: TY
authors.lastname: Liu
authors.forename: Min
authors.initials: M
authors.lastname: Xie
authors.forename: Ying-Chun
authors.initials: YC
authors.lastname: Chen
mesh_terms: D000478:Alkylation; D000588:Amines / Q000737:chemistry; D002384:Catalysis; D003500:Cyclization; D058115:Lewis Bases / Q000737:chemistry*; D010720:Phosphines / Q000737:chemistry; D013237:Stereoisomerism
chemical_list: D000588:Amines; D058115:Lewis Bases; D010720:Phosphines