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Toward a synthesis of the antitumor macrolide peloruside A: a chiral pool approach for the C(1)-C(11) segment
Authors:Mukund K Gurjar  Yakambram Pedduri  CV Ramana  Vedavati G Puranik  Rajesh G Gonnade
Institution:National Chemical Laboratory, Pune 411 008, India
Abstract:Dihydroxylation of the glucose derived α,β-unsaturated lactones 6 and 13 was found to be on the α-face of the pyranolactone ring exclusively. The resulting dihydroxylated compound from 13 has been used in a synthesis of the lactone 4, which corresponds to C(1)-C(11) of peloruside A.
Keywords:Barbies reaction  Ring closing metathesis  Dihydroxylation  Barton-McCombie deoxygenation  Mitsunobu reaction  Dess-Martin periodinane
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