Publisher： John Wiley & Sons Inc
E-ISSN： 1521-3765|21|30|10681-10686
ISSN： 0947-6539
Source： CHEMISTRY - A EUROPEAN JOURNAL, Vol.21, Iss.30, 2015-07, pp. : 10681-10686
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Abstract
AbstractLyngbyaloside C, a classic macrolide, isolated from Lyngbya bouilloni, has shown moderate anticancer activity against several cancer cell lines. Here, we report the first total synthesis and stereochemical configuration reassignment of lyngbyaloside C. The synthesis highlights a one‐pot intermolecular ketene esterification reaction to form the crucial tertiary ester and tetrahydropyran. In addition, a novel and concise synthetic pathway towards the 1,3‐syn secondary, tertiary diol fragment is described using a regio‐ and stereospecific electrophilic ether transfer reaction.
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