doi: 10.1021/ja0474695.
PtCl2-catalyzed cycloisomerizations of 5-en-1-yn-3-ol systems
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- PMID: 15250710
- DOI: 10.1021/ja0474695
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PtCl2-catalyzed cycloisomerizations of 5-en-1-yn-3-ol systems
J Am Chem Soc.
.
Abstract
5-En-1-yn-3-ol substrates bearing a free hydroxyl group or an acyl group are highly versatile partners for PtCl2-catalyzed cycloisomerizations. Electrophilic activation of the alkyne moiety triggers at wish a hydride or an O-acyl migration yielding at the end to regioisomeric keto derivatives. The efficient preparation of Sabina ketone, an important monoterpene precursor, has been worked out.
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