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Polymer‐Supported Lewis Bases for the Baylis–Hillman Reaction
Author(s) -
Huang JinWen,
Shi Min
Publication year - 2003
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.200303072
Subject(s) - chemistry , lewis acids and bases , adduct , polymer , polymer chemistry , base (topology) , baylis–hillman reaction , organic chemistry , catalysis , mathematical analysis , mathematics
The use of polymer‐supported Lewis bases such as PEG 4600 ‐(PPh 2 ) 2 and poly(DMAP) in the Baylis–Hillman reactions of N ‐tosylimines (ArCHNTs) 1 or the corresponding arenecarbaldehydes with α,β‐unsaturated ketones has been investigated. The corresponding Baylis–Hillman adducts are obtained in good yields. The polymer‐supported Lewis bases can be easily recovered by filtration and the Lewis base PEG 4600 ‐(PPh 2 ) 2 can be reproduced by reduction with LiAlH 4 and CeCl 3 .