Pincer cobalt complex-catalyzed Z-selective hydrosilylation of terminal alkynes?
Organic Chemistry Frontiers Pub Date: 2017-04-28 DOI: 10.1039/C7QO00250E
Abstract
A phosphine-iminopyridine (PCNN) cobalt-catalyzed Z-selective hydrosilylation of terminal alkynes with Ph2SiH2 has been developed for the synthesis of (Z)-β-vinylsilanes with high regio- and stereoselectivity and wide functional group tolerance. Furthermore, the Co-catalyzed hydrosilylations of unsymmetrical arylalkyl disubstituted internal alkynes afford syn-addition products with unique regioselectivity: the silyl group is added to the alkyl-substituted carbon, instead of the aryl-substituted carbon. The (Z)-β-vinylsilane products are further applied to Pd-catalyzed Hiyama–Denmark cross-couplings for stereoselective synthesis of (Z)-disubstituted alkenes.
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Journal Name:Organic Chemistry Frontiers
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CAS no.: 89640-58-4