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Highly effective transition structure designed catalyst for the enantio- and position-selective dihydroxylation of
1Department of Chemistry and Chemical Biology Harvard University, 12 Oxford Street, Cambridge, Massachusetts 02138, USA. corey@chemistry.harvard.edu
Organic Letters
|September 28, 2001
Abstract:
[structure: see text] The chiral monocinchona derivative shown, synthesized in one step from two efficiently prepared chiral building blocks, was designed under mechanistic guidance as a catalyst for the enantio- and position-selective dihydroxylation of the terminal isopropylidene group of polyisoprenoids. Its efficacy as a synthetic reagent for this purpose was demonstrated for several different substrates.