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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.[Abstract] [Full Text] [Related] [New Search]