Process for asymetric methylallylation in the presence of a 2,2′-substituted 1,1′-BI-2-naphthol catalyst

US8975447B2 · kind B2 · utility

Assignee

• Boehringer Ingelheim International GmbH · DE

Inventors

• Wenjie Li · Poughkeepsie, US
• Zhi-Hui Lu · Glen Allen, US
• Chris Hugh Senanayake · Brookfield, US
• Yongda Zhang · Sandy Hook, US

Key dates

• Filing date: Mar 6, 2012
• Grant date: Mar 10, 2015
• Expiry date: Mar 6, 2032

Classification

• Technology area (CPC C): Chemistry; Metallurgy
• CPC primary: C07B2200/07
• WIPO field: Organic fine chemistry
• WIPO sector: Chemistry

Abstract

Disclosed are a process and catalysts useful for carrying out asymmetric methlyallylations. The catalysts used in the invention have the formula (IV): wherein X1, X2, R3 and R4 are as defined herein. Compounds made by the process of the invention can be used to prepare pharmaceutically active compounds such as 11-β-hydroxysteroid hydrogenase type 1 (11-β-HSD1) inhibitors including 1,3-disubstituted oxazinan-2-ones.