Affiliation:
1. Department of Chemistry and Biochemistry, University of California, Los Angeles, Los Angeles, CA 90095, USA.
Abstract
Excising an olefin
Plants produce an abundance of structurally complex terpene compounds that are useful precursors to pharmaceuticals and other fine chemicals. However, the carbon frameworks of these compounds constrain the available pathways for diversification. Smaligo
et al.
now show that successive treatment with ozone, an iron oxidant, and a hydrogen-atom donor can cleanly cleave pendant olefins from terpenes and related compounds (see the Perspective by Caille). Breaking the bond between saturated and double-bonded carbon centers offers a direct route to desirable chiral intermediates from readily available, inexpensive precursors.
Science
, this issue p.
681
; see also p.
635
Funder
National Institutes of Health
Publisher
American Association for the Advancement of Science (AAAS)
Cited by
83 articles.
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