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Asymmetric Synthesis and Applications of Chiral 3-Phenylsulfinyl-3-sulfolenes.

✍ Scribed by Shang-Shing P. Chou; Pi-Wei Liang

Publisher
John Wiley and Sons
Year
2010
Weight
33 KB
Volume
33
Category
Article
ISSN
0931-7597

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πŸ“œ SIMILAR VOLUMES

Asymmetric synthesis and applications of
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✍ Shang-Shing P. Chou; Pi-Wei Liang πŸ“‚ Article πŸ“… 2002 πŸ› Elsevier Science 🌐 French βš– 175 KB

The chiral 3-phenylsulfinyl-3-sulfolene 2 (S-form) was efficiently prepared in 92% ee by oxidation of sulfide 1 with Ti(O-i-Pr) 4 /(-)-DET/t-BuOOH (1:4:1) in toluene. Thermal desulfonylation of 2 gave chiral diene 3. Deprotonation of 2 by BuLi followed by the reaction with alkyl halides gave regiosp

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Facile Synthesis of 3-Aroyl-3-sulfolenes Through Cycloadditions of Arylnitrile Oxides and 3-Sulfolene. -Aromatic oximes (II) are converted to the corresponding arylnitrile oxides which undergo 1,3-dipolar cycladdition reactions with 3-sulfolene (I) to yield fused ring heterocycles (III)