ChemInform Abstract: Synthesis of a New Family of Chiral Fluorinated Synthons: (R)- and (S)-4-Fluoro-1-alkynes.
Abstract
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ChemInform Abstract
Reaction of optically pure 1-decyn-4-ol (R)-(I) with diethylaminosulfur trifluoride gives the 4-fluoro-1-decyne (R)-(II). The corresponding racemate (.+-.)-(II) is oxidized to yield the acid (.+-.)-(III). Subsequent reduction produces the alcohol (.+-.)-(IV) which is coupled with the chiral acid chloride (V) to form a mixture of the diastereomers (VI). This might be separated and cleaved to give the chiral alcohols.
