Journal of Organic Chemistry p. 6094 - 6099 (1988)
Update date:2022-08-03
Topics:
Cota, J. G.
Meilan, M. C.
Mourino, A.
Castedo, L.
In this study we describe an easy and efficient method for the preparation of the known 10,19-dihydrovitamins D2 2b (DHV2-II), 2c (DHV2-IV), 3c (dihydrotachysterol2, DHT2), and the new dihydrovitamins D2 2f and 2g.This method is based on the regioselective hydrometalation reaction of vitamin D2 and its derivatives with the system Cp2TiCl2-LiAlH4 or Cp2TiCl2-Red-Al (Aldrich).Under optimal conditions, the reaction with the former of these hydrometalating systems takes place with a high degree of stereoselectivity and allows labelling at C-19.
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