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  • Title: De novo asymmetric synthesis of anamarine and its analogues.
    Author: Gao D, O'Doherty GA.
    Journal: J Org Chem; 2005 Nov 25; 70(24):9932-9. PubMed ID: 16292824.
    Abstract:
    [reaction: see text] The enantioselective synthesis of anamarine has been achieved in 21 steps. The route relies on enantio- and regioselective Sharpless dihydroxylation of dienoate ester and zinc borohydride reduction to establish the C-8-C-11 stereochemistry. A diastereoselective Leighton allylation established the desired C-5 stereochemistry. The route has also been used to prepare two diastereoisomers of anamarine in 14 steps.
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