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Asymmetric synthesis of the northern half C1-C16 of the bryostatins
Authors:Vakalopoulos A  Lampe T F  Hoffmann H M
Institution:Department of Organic Chemistry, University of Hannover, Schneiderberg 1 B, D-30167 Hannover, Germany.
Abstract:Starting from 8-oxabicyclo3.2.1]oct-6-en-3-one and racemic 2,2-dimethyl-8-oxabicyclo3.2.1]oct-6-en-3-one, the C1-C16 segment of the bryostatins has been synthesized in 30 steps and 9% overall yield (17 steps longest linear sequence). Fragment coupling by dithiane strategy and protecting group manipulations provided an advanced chemodifferentiated northern half segment.
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