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Selective Deoxygenation Of Allylic Alcohol: Stereocontrolled Synthesis Of Lavandulol.
H. Kim, L. Su, H. Jung, S. Koo
Published 2011 · Medicine, Chemistry
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Selective deoxygenation of allylic alcohol can be successfully carried out by the formation of alkoxyalkyl ether (EE or MOM), followed by Pd(dppe)Cl(2)-catalyzed reduction with LiBHEt(3). (+)-S-Lavandulol has been efficiently synthesized by the application of this protocol to the diol derived from the Pb(OAc)(4)-promoted oxidative ring-opening of (-)-R-carvone. This deoxygenation method is general and selective for allylic alcohols.
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