Alternative Synthesis of the Colorado Potato Beetle Pheromone

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A protecting group-free synthesis of the Colorado potato beetle pheromone

A novel synthesis of the aggregation pheromone of the Colorado potato beetle, Leptinotarsa decemlineata, has been developed based on a Sharpless asymmetric epoxidation in combination with a chemoselective alcohol oxidation using catalytic [(neocuproine)PdOAc]2OTf2. Employing this approach, the pheromone was synthesized in 3 steps, 80% yield and 86% ee from geraniol.

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سوسک کلرادوی سیب زمینی، Leptinotarsa decemlineata (Say)، یکی از آفات مهم سیب زمینی در ایران و جهان است. شاخص‌های تغذیه‌ای لارو‌های سن آخر این آفت روی برگ ارقام مختلف سیب زمینی (خاوران، ساوالان، لوتا، سانتا، سانته و آئولا) تحت شرایط آزمایشگاهی (دمای 1 ± ‌25 درجه سلسیوس، رطوبت نسبی 5‌ ± ‌65 در‌صد و دوره نوری 16 ساعت روشنایی و 8 ساعت تاریکی) بررسی شد. لاروهای پرورش‌یافته روی رقم سانته کم‌ترین کارا...

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Chemical Ecology of the Colorado Potato Beetle,

The Colorado potato beetle (CPB) has been a major insect pest to potato farming for over 150 years and various control methods have been established to reduce its impact on potato fields. Crop rotation and pesticide use are currently the most widely used approaches, although alternative methods are being developed. Here we review the role of various volatile and nonvolatile chemicals involved i...

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Breaking a paradigm: male-produced aggregation pheromone for the Colorado potato beetle.

A male-produced aggregation pheromone was identified for the Colorado potato beetle Leptinotarsa decemlineata (Say) (Coleoptera: Chrysomelidae). While male beetles produced only minor amounts of the pheromone, its production could be enhanced by topical application of juvenile hormone III (JH III) (eightfold), by antennectomy (40-fold) or by the combined treatment of JH III and antennectomy (al...

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Multimodal Stimulation of Colorado Potato Beetle Reveals Modulation of Pheromone Response by Yellow Light

Orientation of insects to host plants and conspecifics is the result of detection and integration of chemical and physical cues present in the environment. Sensory organs have evolved to be sensitive to important signals, providing neural input for higher order multimodal processing and behavioral output. Here we report experiments to determine decisions made by Colorado potato beetle (CPB), Le...

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ژورنال

عنوان ژورنال: The Journal of Organic Chemistry

سال: 2013

ISSN: 0022-3263,1520-6904

DOI: 10.1021/jo4017056