Oxetin, a ß-amino acid isolated from
Streptomyces sp. OM-2317 in 1984, has demonstrated both herbicidal and antibacterial properties. Additionally, Oxetin was shown to be a potent glutamine synthetase inhibitor. Such inhibitors have been shown to hinder cell-growth and ultimately to demonstrate antitumor activity. Although Oxetin has been synthesized twice in the past, one synthesis was lengthy and non selective, while the other was racemic. We will present our asymmetric route to Oxetin utilizing a 3-amino- 2-methyleneoxetane ring,
1, derived from L-serine in just 3 steps.
