ChemInform Abstract: Highly Enantioselective Hydrogenation of Styrenes Directed by 2′-Hydroxyl Groups.

✍ Scribed by Xiang Wang; Anil Guram; Seb Caille; Jack Hu; J. P. Preston; Michael Ronk; Shawn Walker

• Publisher: John Wiley and Sons
• Year: 2011
• Weight: 64 KB
• Volume: 42
• Category: Article
• ISSN: 0931-7597
• DOI: 10.1002/chin.201127094

✦ Synopsis

Highly Enantioselective Hydrogenation of Styrenes Directed by 2'-Hydroxyl

Groups. -The reaction of leads to nearly complete enantioselectivities. Installing an ortho-hydroxyl substituent is crucial. The method is extended to the hydrogenation of various trisubstituted olefins, applied as E/Z-mixture. The two-step deoxygenation of (IVa) proceeds with complete retention of stereochemistry. Hydrogenation of the alkene (X) leads to (R)-tolterodine (XI) -(WANG*, X.; GURAM, A.; CAILLE, S.;