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Two-directional desymmetrization by double 1,4-addition of silicon and boron nucleophiles
Eduard Hartmann1, Martin Oestreich
1Institut für Chemie, Technische Universität Berlin, Strasse des 17. Juni 115, 10623 Berlin, Germany.
Abstract:
The two-directional desymmetrization of prochiral precursors with α,β-unsaturated branches by catalyst-controlled 1,4-addition of silicon and likewise boron nucleophiles allows for a general enantioselective access to syn,anti-triols with 1,n + 1,2n + 1 (n = 2 and 3) substitution patterns. The utility is demonstrated in the synthesis of the C17-C25 fragment of dermostatin A.
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