Synthesis of sp 3-Enriched β-Fluoro Sulfonyl Chlorides
A three-step approach to the synthesis of sp 3-enriched β-fluoro sulfonyl chlorides starting from alkenes is reported. The method was successfully applied to a wide range of acyclic and cyclic substrates, bearing either an exocyclic or an endocyclic double bond. The procedure worked with a wide range of substrates and tolerated a number of functional and protecting groups. Moreover, the target cyclic compounds were obtained as single cis diastereomers on a multigram scale. The title compounds are promising building blocks for drug discovery that can be used to obtain sp 3-enriched β-fluoro and α,β-unsaturated sulfonamides.
Gurbanov, Rustam,Sokolov, Andriy,Golovach, Sergey,Melnykov, Kostiantyn,Dobrydnev, Alexey V.,Grygorenko, Oleksandr O.
p. 1771 - 1784
(2020/12/28)
Stereoelectronic Effect of a Vicinal Fluorine Substituent on the Diastereoselectivity of Radical Reactions
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Dolbier, William R.,Bartberger, Michael D.
p. 4984 - 4985
(2007/10/02)
Unusual β-Fluorination of Secondary Alkyl and Cycloalkyl Bromides in Their Reaction with NO2+BF4- in (HF)n-Pyridine Solution
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Hashimoto, Toshihiko,Prakash, G. K. Surya,Shih, Joseph G.,Olah, George A.
p. 931 - 933
(2007/10/02)
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