Regioselective silylation of 2,3-allenols with disilanes was carried out under catalysis of Pddba/P(-MeOCH). In the presence of CsCO, the reaction achieved 2-silyl-1,3-dienes. Reaction of 1-aryl-2,3-allenols gave the products with excellent / selectivity and -isomers as the major species. Reaction of α-alkylallenols or α-alkyl-α-aryl-allenols resulted in products with moderate / selectivity and -isomers are also major. Without a base, the reaction produced α-silyl-β-hydroxyl vinylsilanes, which were converted to 2-silyl-1,3-dienes upon treatment with CsCO.
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http://dx.doi.org/10.1021/acs.orglett.1c04141 | DOI Listing |
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