Hydrotitanation-protonation of vitamin D2 and its analogs: an efficient method for the preparation of 10, 19-dihydrovitamins D2 including dihydrotachysterol2

…, MC Meilán, A Mourino, L Castedo

Index: Cota, J. G.; Meilan, M. C.; Mourino, A.; Castedo, L. Journal of Organic Chemistry, 1988 , vol. 53, # 26 p. 6094 - 6099

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Citation Number: 11

Abstract

In this study we describe an easy and efficient method for the preparation of the known 10, 19-dihydrovitamins D2 2b (DHV,-II), 2c (DHVz-IV), 3c (dihydrotachysterol,, DHTz), and the new dihydrovitamins Dz 2f and 2g. This method is based on the regioselective hydrometalation reaction of vitamin D, and its derivatives with the system CpzTiClz-LiAlH, or Cp2TiClz-Red-Al (Aldrich). Under optimal conditions, the reaction with the former of these ...