01256nas a2200229 4500008004100000022001400041245005400055210005300109260010600162300001400268490000700282520050600289653001600795653001700811653001300828653001300841653002000854653001600874100002700890700002700917856008200944 2011 eng d a0040-402000aFormal synthesis of valiolamine from myo-inositol0 aFormal synthesis of valiolamine from myoinositol aTHE BOULEVARD, LANGFORD LANE, KIDLINGTON, OXFORD OX5 1GB, ENGLANDbPERGAMON-ELSEVIER SCIENCE LTDcOCT a7963-79700 v673 a
An efficient formal synthesis of racemic valiolamine starting from readily available myo-inositol is reported. In all the synthetic steps only one regioisomer is formed, which circumvents laborious purification of products. Regioselective benzylation of myo-inositol orthoformate, super-hydride mediated deoxygenation of a cyclitol derivative and stereoselective addition of dichloromethyllithium to an inosose are the key reactions in the synthesis. (C) 2011 Elsevier Ltd. All rights reserved.
10aAmino sugar10aCarbohydrate10aCyclitol10aInositol10aNatural product10aValiolamine1 aJagdhane, Rajendra, C.1 aShashidhar, Mysore, S. uhttp://library.ncl.res.in/content/formal-synthesis-valiolamine-myo-inositol-0