Chiral activated alkenes induced asymmetric Baylis–Hillman reaction in Me 3 N/H 2 O/solvent medium | Zendy

He Ke | Zendy; Zhou Zhenghong | Zendy; Zhao Guofeng | Zendy; Tang Chuchi | Zendy

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Chiral 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

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