Chiral (Acyclic Diaminocarbene)Gold(I)-Catalyzed Dynamic Kinetic Asymmetric Transformation of Propargyl Esters
2011; American Chemical Society; Volume: 133; Issue: 33 Linguagem: Inglês
10.1021/ja205068j
ISSN1943-2984
AutoresYiming Wang, Christian N. Kuzniewski, Vivek Rauniyar, Christina Hoong, F. Dean Toste,
Tópico(s)Cyclopropane Reaction Mechanisms
ResumoA highly enantioselective transformation catalyzed by chiral (acyclic diaminocarbene)gold(I) complexes is reported. The enantioselective synthesis of 2-substituted chromenyl pivalates from racemic phenol-substituted propargyl pivalates was developed. Rearrangement of the substrates in the presence of cationic gold gave allene intermediates, whose cyclization resulted in formation of enantioenriched product through a dynamic kinetic asymmetric transformation.
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