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General Preparation of 1‐Substituted ( E )‐1,3‐Dienes under Mild Conditions
Author(s) -
Soengas Raquel G.,
RodríguezSolla Humberto,
DíazPardo Ainhoa,
Acúrcio Rita,
Concellón Carmen,
del Amo Vicente,
Silva Artur M. S.
Publication year - 2015
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201403623
Subject(s) - chemistry , stereoselectivity , acetylation , indium , organic chemistry , reductive elimination , combinatorial chemistry , catalysis , biochemistry , gene
We describe the stereoselective synthesis of highly functionalized 1‐substituted ( E )‐1,3‐dienes by reductive β‐elimination of 2‐chloroallyl acetates, derived from the indium‐promoted allylation of aldehydes with 1,3‐dichloropropene and subsequent acetylation. The procedure is mild, straightforward, and simple, and it is generally applicable to a very diverse range of functionalized substrates.