2550-28-9Relevant articles and documents
A modified synthesis of (Z)-pyrethrolone
Markham, Todd E.,Duggan, Peter J.,Johnston, Martin R.
, p. 99 - 109 (2022/03/16)
An accessible, efficient, and reliable synthesis for the production of (Z)-pyrethrolone remains necessary as previous syntheses suffer from drawbacks including the use of toxic reagents, expensive starting materials and lack of regioselectivity in the production of key intermediates. This work attempts to alleviate the issues of prior syntheses by making use of well-known and regioselective transformations for the efficient synthesis of (Z)-pyrethrolone. Ultimately, (Z)-pyrethrolone is generated in an overall 20% yield over five steps from a cheap, easily accessible starting material using reliable, optimised transformations.
Organic Photochemistry with 6.7-ev Photons: γ,δ-Unsaturated Ketones
Leigh, William J.,Srinivasan, R.
, p. 4424 - 4429 (2007/10/02)
The photochemistry of a series of acyclic, aliphatic γ,δ-unsaturated ketones in pentane solution with 185-nm light has been investigated.The variety of products formed can be rationalized as arising from discrete reactions of the individually excited chromophores.Neither intramolecular energy transfer nor internal conversion leading to population of the lowest (n,?*) singlet state are competitive with product formation at 185 nm.The mechanism of alkyne formation in the solution-phase photolysis of these and terminal alkenes at 185 nm is elucidated by using a deuterated derivative, and the reaction is postulated to proceed from the olefinic ?,?* singlet state.
