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Chiral Ruthenium-Catalyzed Hydrogenation of β-Keto Sulfoxides (2000)

Duprat De Paule, Sébastien ; Piombo, Laurent ; Ratovelomanana-Vidal, Virginie ; [et al.]

Weinheim : Wiley-Blackwell

Liebigs Annalen 2000 (2000), S. 1535-1537

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ISSN: 1434-193X

Keywords: Catalytic hydrogenation ; Ruthenium complexes ; Sulfoxides ; Sulfoxides ; Asymmetric induction ; Chemistry ; General Chemistry

Source: Wiley InterScience Backfile Collection 1832-2000

Topics: Chemistry and Pharmacology

Notes: ---The diastereoselective catalytic hydrogenation of β-keto sulfoxides in the presence of ruthenium complexes was studied. Optically pure β-keto sulfoxides were hydrogenated in the presence of achiral catalysts leading to moderate yields and stereoselectivities. Using chiral ruthenium catalysts such as [(R)-MeO-BIPHEPRuBr2] and [(S)-MeO-BIPHEPRuBr2], the hydrogenation proceeded in good yields with very high diastereoselectivity. Chirality at the secondary centre of the β-hydroxy sulfoxides produced was controlled by the catalysts.

Additional Material: 2 Ill.

Type of Medium: Electronic Resource

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