One-Pot Multi-Enzymatic Synthesis of the Four Stereoisomers of 4-Methylheptan-3-ol

The use of pheromones in the integrated pest management of insects is currently considered a sustainable and environmentally benign alternative to hazardous insecticides. 4-Methylheptan-3-ol is an interesting example of an insect pheromone, because its stereoisomers are active towards different spec...

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Bibliographic Details
Main Authors: Elisabetta Brenna, Michele Crotti, Francesco G. Gatti, Daniela Monti, Fabio Parmeggiani, Andrea Pugliese
Format: Article
Language:English
Published: MDPI AG 2017-09-01
Series:Molecules
Subjects:
Online Access:https://www.mdpi.com/1420-3049/22/10/1591
Description
Summary:The use of pheromones in the integrated pest management of insects is currently considered a sustainable and environmentally benign alternative to hazardous insecticides. 4-Methylheptan-3-ol is an interesting example of an insect pheromone, because its stereoisomers are active towards different species. All four possible stereoisomers of this compound were prepared from 4-methylhept-4-en-3-one by a one-pot procedure in which the two stereogenic centres were created during two sequential reductions catalysed by an ene-reductase (ER) and an alcohol dehydrogenase (ADH), respectively.
ISSN:1420-3049