Asymmetric epoxidation of cinnamyl alcohol with optically active titanium complexes

✍ Scribed by Yolanda Pérez; Sonia Morante-Zarcero; Isabel del Hierro; Isabel Sierra; Mariano Fajardo; Antonio Otero

• Publisher: John Wiley and Sons
• Year: 2005
• Tongue: English
• Weight: 102 KB
• Volume: 18
• Category: Article
• ISSN: 0899-0042
• DOI: 10.1002/chir.20217

✦ Synopsis

Abstract

A family of titanium(IV) alkoxo compounds [{Ti(O‐i‐Pr)~2~(OR)~2~}~2~] 1–4 prepared by alcohol exchange of Ti(O‐i‐Pr)~4~ and a chiral higher‐boiling alcohol [ROH = 1,2:3,4‐di‐O‐isopropylidene‐α‐d‐galactopyranose, 1,2:5,6‐di‐O‐isopropylidene‐α‐d‐glucofuranose, (1__R__,2__S__,5__R__)‐(−)‐menthol, (1__S__‐endo)‐(−)‐borneol, (1__S__,2__R__,5__S__)‐(+)‐menthol, and (+)‐borneol] has been tested to evaluate their catalytic activity and stereoselectivity in the asymmetric epoxidation of cinnamyl alcohol. © 2005 Wiley‐Liss, Inc. Chirality