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Enantioselective Rh(I)-Catalyzed Conjugate Alkynylation of 5-Benzylidene Meldrum’s Acid with TMS-acetylene
The Rh-catalyzed conjugate addition of TMS-acetylene to alkylidene Meldrum’s acids
was developed. Exceptional ee’s and yields were attained using chiral 3,5-Xylyl-BIPHEP
ligand. The scope of the reaction was also shown to be very broad with functionalities
including phenol, silyl ether, and boronates being tolerated. The successful deprotection and
subsequent Sonogashira coupling reaction of the terminal alkyne was also developed.