Copper-Catalyzed Enantioselective 1,4-Protosilylation of Alkynyl-substituted Enones to Synthesize the Highly Diastereomeric Chiral Homoallenylsilanes
Qi Li, Zi‐Lu Wang, Huan-Xuan Lu, Yun‐He Xu
Abstract
A copper-catalyzed 1,4-protosilylation of α-alkynyl-enones to form the functionalized chiral homoallenylsilanes was developed. In the presence of a chiral monopyridine oxazoline ligand, a variety of trisubstituted allene derivatives bearing a contiguous stereogenic center and axis were prepared in good yields with excellent enantioselectivities and diastereoselectivities.
Topics & Concepts
StereocenterChemistryOxazolineDiastereomerAlleneEnantioselective synthesisCatalysisCopperLigand (biochemistry)Combinatorial chemistryChiral ligandAxial chiralityStereochemistryOrganic chemistryMedicinal chemistryReceptorBiochemistrySynthetic Organic Chemistry MethodsAsymmetric Synthesis and CatalysisCatalytic C–H Functionalization Methods