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Enantioselective reduction of ketones with β-hydroxysulfoximine-borane complexes

✍ Scribed by Carl R. Johnson; Charles J. Stark Jr.

Publisher
Elsevier Science
Year
1979
Tongue
French
Weight
199 KB
Volume
20
Category
Article
ISSN
0040-4039

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✦ Synopsis

Optically pure B-hydroxysulfoximines were treated in toluene solution at -789~ with 2 equiv. of gaseous d i borane. The resulting borane complexes were used to reduce prochiral ketones at -78°C; alcohols with optical purities ranging from 3 to 82% were obta i ned .

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Enantioselective reduction of ketones wi
Enantioselective reduction of ketones with borane catalyzed by cyclic β- amino alcohols prepared from proline
✍ Ayhan S Demir; Idris Mecitoglu; Cihangir Tanyeli; Volkan Gülbeyaz 📂 Article 📅 1996 🏛 Elsevier Science 🌐 English ⚖ 359 KB

New catalysts have been prepared from (S)-and (R)-proline and the asymmetric borane reduction of prochiral ketones using these catalysts has been studied. The secondary alcohols were obtained in 76-95% yield with 57-96 % enantiomerie excesses.