Synthesis of 8-Hydroxygeraniol

  • J Org Chem. 2018 Sep 21;83(18):11323-11326. doi: 10.1021/acs.joc.8b01544.
Francesca M Ippoliti  1 ,  Joyann S Barber  1 ,  Yi Tang  1 ,  Neil K Garg  1
Affiliations
  • 1. Department of Chemistry and Biochemistry , University of California , Los Angeles , California 90095 , United States.
PMID: 29969566 DOI: 10.1021/acs.joc.8b01544
Abstract

An operationally simple protocol for the conversion of geranyl acetate to 8-hydroxygeraniol is reported. The convenient two-step procedure relies on an efficient, chemo- and regioselective SeO2-promoted oxidation, followed by straightforward deacetylation. This facile means to prepare 8-hydroxygeraniol is expected to enable biosynthetic studies pertaining to thousands of Monoterpene Indole Alkaloids.

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