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Abstract: A new stereoselective approach for the synthesis of N-benzyl amino(hydroxymethyl)cyclopentitols by using stereoselective allylation on lactamine and RCM from d-ribose has been described and the glycosidase inhibitory activities of these amino cyclopentitols have been studied. [Copyright &y& Elsevier]

A novel, stereo selective synthesis of (−)-cytoxazone 1a and stereoselective synthesis of (+)-5-epi-cytoxazone 1b were achieved via stereoselective Grignard addition of vinylmagnesium bromide on N-Boc al ehyde obtained from p-hydroxy-d-phenylglycine 2 followed by cyclization of N-Boc alcohol 6, ozonolysis and reduction to get (+)-5-epi-cytoxazone. Compound 6 underwent mitsunobu conditions, deprotection of ester followed by cyclization of N-Boc alcohol to get (−)-cytoxazone. #IICT Communication Number: 020616. [ABSTRACT FROM AUTHOR]

Abstract: A short and stereoselective synthesis of (−)-codonopsinol 5 and its C-2 epimer 6 were accomplished from commercially available starting material d-1,5-gluconolactone, using acid mediated amido cyclisation as the key step. The inhibitory activitiy of these compounds against glucosidase and galactosidase has been studied. [Copyright &y& Elsevier]