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Convenient enantiopure synthesis of (2S,3R)-2-O-benzyl-3,4-O- isopropylidene-D-erythritol from D-(+)-glucono-δ-lactone: A potential C<inf>4</inf> chiral building block
Date Issued
19-08-2005
Author(s)
Vijayasaradhi, Sivalenka
Beedimane, Manjunath Narayana
Indian Institute of Technology, Madras
Abstract
A new convenient synthesis of (2S,3R)-2-O-benzyl-3,4-O-isopropylidene-D- erythritol has been achieved starting from extremely cheap and commercially available D-(+)-glucono-δ-lactone. It involves two carbon excisions using ozonolysis. The inbuilt stereochemistry ensures the enantiopurity of the target compound. © Georg Thieme Verlag Stuttgart.