An efficient convergent synthesis of 1 alpha,25-dihydroxy-3-epi-vitamin D-2

作者：Sigueeiro Rita; Otero Rocio; Gonzalez Berdullas Patricia; Maestro Miguel; Mourino Antonio

来源：Journal of Steroid Biochemistry and Molecular Biology, 2015, 148: 31-33.

DOI：10.1016/j.jsbmb.2014.10.008

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

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'.

• 出版日期2015-4