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  • Title: Spongistatin synthetic studies. An efficient, second-generation construction of an advanced ABCD intermediate.
    Author: Smith AB, Doughty VA, Sfouggatakis C, Bennett CS, Koyanagi J, Takeuchi M.
    Journal: Org Lett; 2002 Mar 07; 4(5):783-6. PubMed ID: 11869127.
    Abstract:
    [reaction: see text] A short, efficient, and stereocontrolled synthesis of (-)-4, an advanced ABCD subunit of the spongistatins, has been achieved. Central to the synthetic strategy is the multicomponent linchpin union of silyl dithianes with epoxides to access both the AB and CD fragments. Fragment coupling was then achieved via an efficient stereoselective aldol reaction. The linear sequence required 22 steps and proceeded in 4.0% overall yield.
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