Stereochemical Studies on the Halogenation of Sulfoxides. II. The Bromination of Cyclic Sulfoxides

スポンサーリンク

概要

• 論文の詳細を見る

• The cyclic sulfoxides, thiane 1-oxide, 4-chlorothiane 1-oxides, and 4-phenylthiane 1-oxides, were brominated with a mixture of bromine and <I>N</I>-bromosuccinimide in the presence of pyridine. The stereoformulas of the products, together with those of the isomers with an inverted sulfoxide configuration, were determined by means of the IR and NMR spectral data and by a comparison of the <I>R<SUB>f</SUB></I>-values in the tic. As a result, it has been revealed that the bromination reaction gives products in which a bromine atom is introduced stereospecifically at a <I>trans</I>-position to the sulfinyl lone pair, in a manner similar to that of the chlorination reaction reported previously. The same mechanism as in the chlorination is proposed for the main reaction course.

• 公益社団法人 日本化学会の論文

著者

• IRIUCHIJIMA Shinobu

  Sagami Chemical Research Center

関連論文

• Asymmetric Hydrolysis of Prochiral Diesters with Pig Liver Esterase. Preparation of Optically Active Intermediates for the Synthesis of ( + )-Biotin and (+)-α-Methyl-3, 4-dihydroxyphenylalanine
• Asymmetric Hydrolysis of (±)-1-Acetoxy-2, 3-dichloropropane with Enzymes and Microorganisms
• Stereochemical Studies on the Halogenation of Sulfoxides. II. The Bromination of Cyclic Sulfoxides
• Asymmetric Hydrolysis of (±)-1, 2-Diacetoxy-3-chloropropane and Its Related Compounds with Lipase. Synthesis of Optically Pure (S)-Propranolol

スポンサーリンク