Preparative synthesis of (Z)-5-decenyl acetate

Chobanyan, Zh. A.

doi:10.1007/s11167-005-0217-z

Russ J Appl Chem

2004

DOI: 10.1007/s11167-005-0217-z

|View full text |Cite

Preparative synthesis of (Z)-5-decenyl acetate

Zh. A. Chobanyan

Abstract: A procedure was developed for preparative synthesis of (Z )-5-decenyl acetate, the sex hormone of Agrotis Segetum.

Help me understand this report

Search citation statements

Order By: Relevance

Paper Sections

Select...

Citation Types

Supporting

Mentioning

Contrasting

Year Published

2012

2020

Publication Types

Select...

Article4

Relationship

Self Cite0

Independent4

Authors

Journals

Cited by 4 publications

References 6 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

Concise Syntheses of Insect Pheromones Using Z‐Selective Cross Metathesis

et al. 2012

View full text Add to dashboard Cite

The shortest synthetic routes to nine cis-pheromones containing a variety of functionality, including an unconjugated (E,Z) diene, are reported. These lepidopteran pheromones are used extensively for pest control, and were easily prepared using ruthenium-based Z-selective cross metathesis, highlighting the advantages of this method over less efficient ways to form Z-olefins. Important insight into the mechanism of Z-selective metathesis was uncovered during experimentation and subsequently explored. KeywordsZ-olefin; insect pheromone; olefin metathesis; seed oil derivatives; unconjugated diene The use of insect sex pheromones to limit specifically targeted pest populations has gained increasing popularity as a viable, safe, and environmentally-friendly alternative to insecticides. While broad spectrum insecticides are toxic compounds that have been shown to adversely affect human health, [1] extensive studies have revealed that insect pheromones are nontoxic and safe for human consumption at the levels used in pest control practices. [2] Female sex pheromones are mainly employed in pest control in a process termed mating

show abstract

Concise Syntheses of Insect Pheromones Using Z‐Selective Cross Metathesis

et al. 2012

View full text Add to dashboard Cite

show abstract

Concise Syntheses of Insect Pheromones Using Z‐Selective Cross Metathesis

et al. 2012

View full text Add to dashboard Cite

show abstract

Stereoselective Chromium‐Catalyzed Semi‐Hydrogenation of Alkynes

et al. 2020

View full text Add to dashboard Cite

Chromium complexes have found very little applications as hydrogenation catalysts. Here, we report a Cr‐catalyzed semi‐hydrogenation of internal alkynes to the corresponding Z‐alkenes with good stereocontrol (up to 99/1 for dialkyl alkynes). The catalyst comprises the commercial reagents chromium(III) acetylacetonate, Cr(acac)3, and diisobutylaluminium hydride, DIBAL−H, in THF. The semi‐hydrogenation operates at mild conditions (1‐5 bar H2, 30 °C).

show abstract

scite is a Brooklyn-based organization that helps researchers better discover and understand research articles through Smart Citations–citations that display the context of the citation and describe whether the article provides supporting or contrasting evidence. scite is used by students and researchers from around the world and is funded in part by the National Science Foundation and the National Institute on Drug Abuse of the National Institutes of Health.

Contact Info

customersupport@researchsolutions.com

10624 S. Eastern Ave., Ste. A-614

Henderson, NV 89052, USA

This site is protected by reCAPTCHA and the Google Privacy Policy and Terms of Service apply.

Blog Terms and Conditions API Terms Privacy Policy Contact Cookie Preferences Do Not Sell or Share My Personal Information

Made with 💙 for researchers

Part of the Research Solutions Family.

Preparative synthesis of (Z)-5-decenyl acetate

Abstract: A procedure was developed for preparative synthesis of (Z )-5-decenyl acetate, the sex hormone of Agrotis Segetum.

Cited by 4 publications

References 6 publications

Concise Syntheses of Insect Pheromones Using Z‐Selective Cross Metathesis

Concise Syntheses of Insect Pheromones Using Z‐Selective Cross Metathesis

Concise Syntheses of Insect Pheromones Using Z‐Selective Cross Metathesis

Stereoselective Chromium‐Catalyzed Semi‐Hydrogenation of Alkynes

Contact Info

Product

Resources

About