Cyclitol Reactions, V. - Synthesis of Enantiomerically Pure Valienamine from Quebrachitol
An enantioselective synthesis of Valienamine (86) from quebrachitol (L-2O-methyl-chiro-inositol) (1) is described.Valienamine (86) is an unsaturated branched-chain aminocyclitol found in the central structural unit of the antidiabetic drug acarbose.Techniques for the introduction of side chains, azido groups, and double bonds into inositol systems are investigated.The methods developed in this connection are applied in the synthesis of valienamine.
Paulsen, Hans,Heiker, Fred R.
p. 2180 - 2203
(2007/10/02)
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