4895-08-3Relevant articles and documents
AN IMPROVED SYNTHESIS OF 1α,25-DIHYDROXYVITAMIN D A SYNTHONS
Castedo, L.,Mascarenas, J. L.,Mourino, A.
, p. 2099 - 2102 (1987)
A new improved preparation of key intermediate (9b, 11) for the synthesis of 1α,25-dihydroxyvitamin D is described.
Palladium-catalysed coupling of vinyl triflates with enynes and its application to the synthesis of 1α,25-dihydroxyvitamin D3
Mascarenas,Sarandeses,Castedo,Mourino
, p. 3485 - 3498 (2007/10/02)
We describe a general approach, based on the palladium-catalysed coupling of enynes with vinyl triflates, for the construction of dienynes related to vitamin D metabolites and analogues. As an application of this method, an efficient convergent synthesis of 1α,25-dihydroxyvitamin D3 starting from the Inhoffen-Lythgoe diol (6a) and natural carvones has been carried out (11 steps, 28% overall yield from 6a). This strategy allows labelling of the side chain in the final steps of the synthesis.