1,4 Asymmetric induction in the carbonyl reduction of a γ-ketosulfoxide

✍ Scribed by Guy Solladie; Françoise Colobert; Frédéric Somny

• Book ID: 104260544
• Publisher: Elsevier Science
• Year: 1999
• Tongue: French
• Weight: 125 KB
• Volume: 40
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/s0040-4039(98)02572-6

✦ Synopsis

a chiral sulfoxide induced high stereoselectivity in the D1BAL-H reduction of a methyl ketone located in the T position as a result of a 1,4-asymmetric induction. Addition of a lanthanide triflate or cerium chloride completely reversed the stereoselectivity.