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. Author manuscript; available in PMC: 2017 Jun 1.
Published in final edited form as: Top Curr Chem (Cham). 2016 May 30;374(3):35. doi: 10.1007/s41061-016-0028-0

Scheme 7.

Scheme 7

Alkynes as latent allenes in alcohol-mediated hydrohydroxyalkylation to form linear or branched homoallylic alcohols.a

aYields are of material isolated by flash chromatography on silica gel. Diastereoselectivity was determined through 1H NMR analysis of crude reaction mixtures. Enantiomeric excess was determined by chiral stationary phase HPLC analysis. SL-J009-1 = (R)-1-[(SP)-2-(dicyclohexylphosphino)ferrocenyl]ethyldi-tert-butylphosphine. Ar = 2,4,6-triisopropylphenyl.