ChemInform Abstract: α-Lithiation-Electrophile Trapping of N-Thiopivaloylazetidin-3-ol: Stereoselective Synthesis of 2-Substituted 3-Hydroxyazetidines

Treatment of the azetidinol (I) with sBuLi followed by reaction with various electrophiles results in stereoselective formation of 2,3-trans-substituted derivatives with exception of CD3OD which predominantly yields the cis-product.