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Diastereoselective Synthesis of Cyclic sp3-Enriched cis-β-Alkoxysulfonyl Chlorides

Synthesis 2018, 51 (4) 848-858

DOI: 10.1055/s-0037-1611277

Grygorenko O.; Sokolov A.; Golovach S.; Kozlinsky I.; Dolia K.; Tolmachev A.; Kuchkovska Y.

A three-step synthesis of β-alkoxy-substituted alicyclic sulfonyl chlorides from cyclic alkenes and alcohols is reported. The scope of the method was studied for a range of the substrates with various steric and electronic properties. The title compounds were obtained on a hundred-gram scale in up to 52% overall yield scale as single cis-diastereomers.

Diastereoselective Synthesis of Cyclic sp3-Enriched cis-β-Alkoxysulfonyl Chlorides

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