Tetrahedron p. 3485 - 3498 (1991)
Update date:2022-07-29
Topics:
Mascarenas
Sarandeses
Castedo
Mourino
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.
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Doi:10.1007/s10562-010-0443-8
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(2014)Doi:10.1080/00958972.2013.856420
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(1999)