Highly stereoselective Luche reduction of α-enonesulfoxides to 2-sulfinyl allylic alcohols

Tetrahedron Asymmetry

Volumn 18, Issue 11, 2007, Pages 1269-1271

  Miura, Motofumi ^a   Toriyama, Masaharu ^a   Motohashi, Shigeyasu ^a  

^a NIHON UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

ALCOHOL DERIVATIVE; METHANOL; SULFOXIDE;

ARTICLE; PRIORITY JOURNAL; REDUCTION; STEREOCHEMISTRY;

EID: 34447102372     PISSN: 09574166     EISSN: 1362511X     Source Type: Journal    
DOI: 10.1016/j.tetasy.2007.05.009     Document Type: Article

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24. 4, and concentrated under reduced pressure to give crude 2-sulfinyl allylic alcohol 2. Determination of the diastereomeric excess of crude product 2 was calculated from HPLC data (column, INERTSIL100A 4.6 × 250 mm; eluent, hexane/2-propanol = 100/3 or 95/5; detection, 254 nm). Crude product 2 was purified by flash column chromatography (silica gel, hexane/ethyl acetate = 5/1) to give pure (R)-2 in high yield.