A Two‐Step Chemoenzymatic Synthesis of the Natural Pheromone (+)‐Sitophilure Utilizing Isolated, NADPH‐Dependent Ketoreductases | Zendy

Kalaitzakis Dimitris | Zendy; Rozzell J. David | Zendy; Kambourakis Spiros | Zendy; Smonou Ioulia | Zendy

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A Two‐Step Chemoenzymatic Synthesis of the Natural Pheromone (+)‐Sitophilure Utilizing Isolated, NADPH‐Dependent Ketoreductases

Author(s) -

Kalaitzakis Dimitris,

Rozzell J. David,

Kambourakis Spiros,

Smonou Ioulia

Publication year - 2006

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.200500991

Subject(s) - sitophilus , chemistry , pheromone , rice weevil , yield (engineering) , total synthesis , stereochemistry , organic chemistry , botany , biology , materials science , metallurgy

Isolated, NADPH‐dependent ketoreductases were used for the synthesis of the aggregation pheromone of the pests rice weevil ( Sitophilus oryzae L.) and maize weevil ( Sitophilus zeamais M.). This is the easiest and most straight forward synthesis of pheromone (+)‐Sitophilure in two steps and an overall yield of 81 %, starting from commercially available 3,5‐heptanedione. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2006)

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