Open AccessChiral activated alkenes induced asymmetric Baylis–Hillman reaction in Me 3 N/H 2 O/solvent medium
Author(s) -
He Ke,
Zhou Zhenghong,
Zhao Guofeng,
Tang Chuchi
Publication year - 2006
Publication title -
heteroatom chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.283
H-Index - 42
eISSN - 1098-1071
pISSN - 1042-7163
DOI - 10.1002/hc.20209
Subject(s) - chemistry , baylis–hillman reaction , heteroatom , solvent , adduct , yield (engineering) , acrylate , homogeneous , acrylamide , organic chemistry , medicinal chemistry , polymer , monomer , ring (chemistry) , materials science , physics , metallurgy , thermodynamics
Chiral‐activated alkenes, L ‐menthyl acrylate and (+)‐ N ‐α‐phenylethyl acrylamide, induced asymmetric Baylis–Hillman reaction of aromatic aldehydes was realized at 25°C for 7 days in Me 3 N/H 2 O/solvent homogeneous medium. The corresponding Baylis–Hillman adducts were obtained in good chemical yield with moderate to excellent diastereoselectivity (up to 99% de). © 2006 Wiley Periodicals, Inc. Heteroatom Chem 17:317–321, 2006; Published online in Wiley InterScience ( www.interscience.wiley.com ). DOI 10.1002/hc.20209