The efficient construction of the C(1)-C(13) segment of dolabelide B is described. A key element of the synthesis entails BITIP catalyzed asymmetric methallylation to establish the C(7) stereocenter, which was then used to direct the stereoselective installation of the C(9) and C(11) centers through Evans reduction and 1,5-anti aldol condensation, respectively.
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http://www.ncbi.nlm.nih.gov/pmc/articles/PMC1540402 | PMC |
http://dx.doi.org/10.1016/j.tetlet.2005.04.146 | DOI Listing |
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