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Primary‐Tertiary Diamine/Br⊘nsted Acid Catalyzed α ‐Allylation of Carbonyl Compounds with Allylic Alcohols
Author(s) -
Cui Lingyun,
Zhang Long,
Luo Sanzhong,
Cheng JinPei
Publication year - 2014
Publication title -
chinese journal of chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.28
H-Index - 41
eISSN - 1614-7065
pISSN - 1001-604X
DOI - 10.1002/cjoc.201400430
Subject(s) - chemistry , allylic rearrangement , enamine , catalysis , brønsted–lowry acid–base theory , primary (astronomy) , amine gas treating , organic chemistry , tsuji–trost reaction , allylic alcohol , alkylation , medicinal chemistry , physics , astronomy
A simple and direct α ‐allylic alkylation of unmodified aldehydes with allylic alcohols catalyzed by primary amine/Br⊘nsted acid has been developed. The N , N ‐dimethylethylenediamine/TfOH was identified as the optimal catalyst to promote this transformation via an enamine process in high yields (up to 88%) and with good diastereoselectivities (up to 9:1).
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