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Aza‐Baylis–Hillman Reaction of β‐Substituted Activated Olefins with N ‐Tosyl Imines
Author(s) -
Shi YongLing,
Xu YongMei,
Shi Min
Publication year - 2004
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.200404045
Subject(s) - chemistry , tosyl , baylis–hillman reaction , crotonaldehyde , phosphine , adduct , methyl vinyl ketone , medicinal chemistry , ketone , lewis acids and bases , acrolein , organic chemistry , catalysis
Aza‐Baylis–Hillman reactions of β‐substituted activated olefins such as crotonaldehyde, ( E )‐propenyl phenyl ketone, hex‐2‐enal or pent‐3‐en‐2‐one with N ‐tosyl imines can be carried out for the first time in the presence of tertiary phosphine Lewis bases such as PPh 2 Me or PPhMe 2 to give the corresponding Baylis–Hillman adducts in moderate to good yields under mild reaction conditions.