Copper-catalyzed highly efficient hydrosilylation reaction of enynoates was developed. Under simple reaction conditions, various di-, tri-, and tetrasubstituted racemic allene products could be obtained in high yields. The asymmetric 1,6-addition of silyl group to the (Z)-2-alken-4-ynoates could be achieved under mild reaction conditions to afford the silyl-substituted enantioenriched chiral allene products in good yields and with high enantioselectivities.
The Cu-catalyzed
1,4-protosilylation and protoborylation of trifluoromethyl-substituted
conjugated enynes were developed to access functionalized homoallenylsilanes
and homoallenylboronates. This protocol also provides a general method
to synthesize optically active homoallenylsilanes and homoallenylboronates
in moderate to excellent yields with high enantiomeric excess by using
new designed chiral bisoxazoline ligands. Simultaneously, the transformations
of homoallenylsilanes and homoallenylboronates were also explored
to synthesize useful building blocks.
A copper‐catalyzed silylation of propargyl dichlorides was developed to access chloro‐substituted allenylsilanes under mild reaction conditions. Moreover, enantioenriched chloro‐substituted allenylsilanes can be synthesized in moderate to high yields and good enantioselectivities with this protocol.
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