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Synthesis of highly substituted tetrahydropyrans: preparation of the C20-C28 moiety of phorboxazoles
Authors:Tushar K Chakraborty  V.Ramakrishna ReddyT.Jagadeshwar Reddy
Affiliation:Bioorganic Laboratory, Organic Division-III, Indian Institute of Chemical Technology, Tarnaka, Uppal Road, Hyderabad 500 007, India
Abstract:A propionate-derived polyketide building block A whose 2-methyl-1,3-diol moiety was built by a Ti(III)-mediated ring opening reaction of a trisubstituted 2,3-epoxy alcohol precursor was employed as a common starting material for the syntheses of highly substituted tetrahydropyrans 1-5, the first one being the C20-C28 fragment of cytotoxic natural products, phorboxazoles.
Keywords:epoxy alcohols   Sharpless epoxidation   epoxide opening   2-methyl-1,3-diol   phorboxazoles
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