Total synthesis and stereochemical reassignment of mandelalide A.
نویسندگان
چکیده
The total synthesis of the tunicate metabolite mandelalide A and the correction of its originally assigned stereochemistry are reported. Key features of the convergent, fully stereocontrolled route include the use of a Prins cyclization for the diastereoselective construction of the tetrahydropyran subunit, Rychnovsky-Bartlett cyclization for the preparation of the tetrahydrofuran moiety, Suzuki coupling, Horner-Wadsworth-Emmons macrocyclization, and glycosylation to append the L-rhamnose-derived pyranoside.
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عنوان ژورنال:
- Angewandte Chemie
دوره 53 25 شماره
صفحات -
تاریخ انتشار 2014