Synthesis of chiral hydroxythiolanes as potential catalysts for asymmetric organozinc additions to carbonyl compounds

P Kiełbasiński, M Albrycht, M Mikołajczyk…

Index: Kielbasinski, Piotr; Albrycht, Malgorzata; Mikolajczyk, Marian; Wieczorek, Michal W.; Majzner, Wieslaw R.; Filipczak, Agnieszka; Ciolkiewicz, Piotr Heteroatom Chemistry, 2005 , vol. 16, # 2 p. 93 - 103

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Citation Number: 6

Abstract

Abstract Optically active 3-hydroxythiolane was stereospecifically synthesized from L- aspartic acid and oxidized to give both diastereomeric S-oxides, which were chromatographically separated and their configuration was determined. Starting from natural (+)-(R, R)-tartaric acid, C 2-symmetric trans-(R, R)-3, 4-dihydroxythiolane was stereospecifically synthesized for the first time. Some of its monofunctionalized derivatives ...