Journal
TETRAHEDRON LETTERS
Volume 43, Issue 26, Pages 4621-4625Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/S0040-4039(02)00870-5
Keywords
macrolides; antitumour compounds; coupling reactions; boron and compounds; Suzuki reactions; zirconium and compounds; epoxides
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The stereospecific synthesis of the precursors required for the 14-membered ring formation either via an intramolecular Suzuki coupling or via an intermolecular Suzuki coupling followed by a macrolactonisation is herein reported. One-pot Suzuki couplings were here achieved with vinyldisiamylboranes which were generated in situ from the related chiral precursor. The present convergent approach of C292 (or LL-21640-2) and hypothemycin gives a flexible access to related macrolides. (C) 2002 Elsevier Science Ltd. All rights reserved.
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