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[摘要]:The Rh-catalyzed tandem silylformylation-crotylsilylation reaction was extended to include internal alkynes. Tamao oxidn. of the initial product gives a substituted enol, which undergoes highly diastereoselective tautomerization. The resulting one-pot procedure fashions three new stereocenters, a ketone, and a terminal alkene from a butenyl group, a propynyl group, a silyl hydride, H2O2, and CO, e.g. 71 % (6:1 dr) rel-(3S,6R,7R,8R)-3,7-dihydroxy-2,6,8-trimethyl-9-decen-5-one from ((Z)-MeCH:CHCH2)2SiHOCHiPrCH2CYCMe. |
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