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An efficient convergent synthesis of 1α,25-dihydroxy-3-epi-vitamin D2

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PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.jsbmb.2014.10.008

关键词

Vitamin D-2 analogues synthesis; 1 alpha,25-dihydroxy-3-epi-vitamin D-2; Pd-catalyzed cascades

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  1. Spanish Ministry of Economy and Innovation (MEI) [SAF2010-15291]
  2. Xunta de Galicia [CN2012/074]

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The first synthesis of 1 alpha,25-dihydroxy-3-epi-vitamin D-2 is described. Key steps of the synthesis entail the construction of the triene unit by a Pd-catalyzed ring closure of an enol-triflate (A-ring fragment) followed by a Suzuki-Miyaura coupling with a boronate (upper fragment), and the installation of the methyl group at C-24 by an S(N)2'-syn displacement of an allylic carbamate. This article is part of a Special Issue entitled 'SI:17th Vitamin D Workshop'. (C) 2014 Elsevier Ltd. All rights reserved.

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