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Asymmetric epoxidation of cinnamyl alcohol with optically active titanium complexes
Author(s) -
Pérez Yolanda,
MoranteZarcero Sonia,
del Hierro Isabel,
Sierra Isabel,
Fajardo Mariano,
Otero Antonio
Publication year - 2005
Publication title -
chirality
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.43
H-Index - 77
eISSN - 1520-636X
pISSN - 0899-0042
DOI - 10.1002/chir.20217
Subject(s) - chemistry , cinnamyl alcohol , menthol , stereoselectivity , alcohol , borneol , chirality (physics) , titanium , catalysis , asymmetric induction , organic chemistry , enantioselective synthesis , benzaldehyde , medicinal chemistry , stereochemistry , cinnamaldehyde , medicine , chiral symmetry breaking , alternative medicine , physics , traditional chinese medicine , pathology , quantum mechanics , nambu–jona lasinio model , quark
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