Stereoselective synthetic method for tea geometrid sex pheromone

A technology of stereoselectivity and synthesis method, applied in the production of bulk chemicals, organic chemistry, etc., can solve the problems of high price, difficult purification, poor selectivity, etc., and achieve high enantioselectivity, simple separation and high yield Effect
CN102911136AActive Publication Date: 2013-02-06XIAMEN UNIV
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Patent Information

Authority / Receiving Office
CN · China
Current Assignee / Owner
XIAMEN UNIV
Publication Date
2013-02-06

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Abstract

The invention discloses a stereoselective synthetic method of tea geometrid sex pheromone and relates to a stereoselective synthetic method of propylene epoxide compounds. The tea geometrid sex pheromone is I [dextrorotation-(3Z, 9Z, 6R, 7S)-6, 7-epoxy octadecadiene] and an enantiomer II [sinistrogyration-(3Z, 9Z, 6S, 7R)-6, 7-epoxy octadecadiene]. According to the invention provides the stereoselective synthetic method of tea geometrid sex pheromone provided by the invention, cis-2-butene-1, 4-glycol (1) is taken as raw material, the efficiency, the yield and the enantioselectivity are high, the operation and the separation are simple, the yield is high, the using reagents are all commonly used, so that the tea geometrid sex pheromone is cheap and easy to obtain, a protecting group does not need to be used, and the preparation procedures are few, so that the tea geometrid sex pheromone is suitable for batch production.
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Description

technical field

[0001] The present invention relates to a stereoselective synthesis method of propylene oxide compounds, especially a method for synthesizing tea geometrid sex pheromone I [dextrorotatory-(3Z,9Z,6R,7S)-6,7-epoxyoctadecyl Carbadiene] and its enantiomer II [L-(3Z,9Z,6S,7R)-6,7-epoxy octadecadiene]. Background technique

[0002] Tea geometrid, also known as arch worm, is one of the main leaf-eating pests of tea trees. It mainly eats the young leaves of tea trees. The output is mainly distributed in Zhejiang, Jiangsu, Anhui, Hunan, Hubei, Jiangxi, Fujian and other provinces. In recent years, the damage has been serious in Fujian tea areas. When a large number of them occur, the entire tea garden will be eaten up, resulting in a reduction of more than 60% of tea production, and seriously affecting the quality of finished tea. In addition to tea trees, the insect can also harm soybeans, cowpeas, sesame, sunflower, and Polygonum, causing significant economic losse...

Claims

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