Chemistry - A European Journal p. 17698 - 17701 (2013)
Update date:2022-08-04
Topics:
Chausset-Boissarie, Laetitia
Ghozati, Kazem
Labine, Emily
Chen, Jack L.-Y.
Aggarwal, Varinder K.
Crudden, Cathleen M.
An original syn: The first enantioselective Suzuki-Miyaura cross-coupling of chiral, enantioenriched secondary allylic boronic esters is described (see scheme; DME=dimethoxyethane, Bpin = pinacolboryl, dba = dibenzylideneacetone). Mechanistic studies show that the reactions proceed via γ-selective transmetalation followed by reductive elimination. The reaction provides the first independent confirmation that the transmetalation of boronic esters proceeds via a syn pathway. Copyright
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