Stereoselective sulfonate aldol reactions: Asymmetric synthesis of α,β-substituted β-hydroxy sulfonates

Wacharee HarnyingWipaporn KitisriworaphanManat PohmakotrDieter EndersKhon Kaen UniversityMahidol UniversityRheinisch-Westfalische Technische Hochschule Aachen2018-08-242018-08-242007-10-01Synlett. No.16 (2007), 2529-2532093652142-s2.0-35349004805https://repository.li.mahidol.ac.th/handle/20.500.14594/24334An efficient asymmetric synthesis of β-hydroxy sulfonates is described via stereocontrolled aldol reactions of sulfonates using 1,2:5,6-di-O- isopropylidene-α-D-allofuranose as the chiral auxiliary. The aldol reactions with aromatic aldehydes yielded predominantly syn adducts in very good yields and excellent diastereo- and enantiomeric excesses (de, ee ≥98%). © Georg Thieme Verlag Stuttgart.Mahidol UniversityChemistryStereoselective sulfonate aldol reactions: Asymmetric synthesis of α,β-substituted β-hydroxy sulfonatesArticleSCOPUS10.1055/s-2007-986642