4.7 Article

Synthesis of 8-Hydroxygeraniol

期刊

JOURNAL OF ORGANIC CHEMISTRY
卷 83, 期 18, 页码 11323-11326

出版社

AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.8b01544

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资金

  1. University of California, Los Angeles
  2. National Science Foundation [CBET1605877]
  3. Packard Foundation
  4. Foote Family
  5. Chemistry-Biology Interface training program [5T32GM008496-20]
  6. NSF [CHE-1048804]
  7. NIH NCRR [S10RR025631]

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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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