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Application of Flow Chemistry to the Selective Reduction of Esters to Aldehydes
Author(s) -
de M. Muñoz Juan,
Alcázar Jesús,
de la Hoz Antonio,
DíazOrtiz Angel
Publication year - 2012
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.201101458
Subject(s) - chemistry , reactivity (psychology) , flow chemistry , reagent , organic chemistry , hydride , natural product , selective reduction , combinatorial chemistry , catalysis , metal , medicine , alternative medicine , pathology
The reduction of esters to aldehydes is an important transformation in organic chemistry and several reducing agents have been described. However, the use of this reaction in medicinal and natural product chemistry is limited due to the instability of the intermediates and the high reactivity of the reaction products. In the current article, the general and selective reduction of esters with diisobutyl‐ tert ‐butoxyaluminum hydride in flow is reported. This reagent allows esters to be reduced in the presence of different functional groups, including those considered to be of similar or higher reactivity.