110890-33-0Relevant academic research and scientific papers
Julia-Kocienski reaction-based 1,3-diene synthesis: Aldehyde-dependent (E, E/E, Z)-selectivity
Billard, Francois,Robiette, Raphael,Pospisil, Jiri
supporting information; experimental part, p. 6358 - 6364 (2012/10/07)
A new modification of Julia-Kocienski olefination reaction based on the use of cation-specific chelating agents that yields 1,3-dienes with predictable (E/Z)-selectivity on newly created double bond was developed. The influence of the aldehyde structure on reaction (E/Z) selectivity is discussed and rationalized.
Stereoselective Synthesis of 1,4-Disubstituted 1,3-Diene from Aldehyde Using Organotitanium Reagent
Ikeda, Yoshihiko,Ukai, Junzo,Ikeda, Nobuo,Yamamoto, Hisashi
, p. 731 - 742 (2007/10/02)
Organotitanium reagent generated from 1-t-butylthio-3-trimethylsilyl-1-propene condenses with aldehydes to give 1-t-butylthio-(E,Z)-1,3-alkadienes in a single step via (E)-erythro-β-hydroxysilane in a highly regio- and stereoselective manner. 1,4-Dialkyl-1,3-diene is obtained from the diene sulfide by crosscoupling reaction with Grignard reagent in the presence of nickel catalyst.The utility of the method is illustrated by application to the synthesis of Spilanthol, a naturally occurring insecticide from Spilanthese olerancae in five steps.
STEREOSELECTIVE SYNTHESIS OF 1,4-DISUBSTITUTED 1,3-DIENE
Ukai, Junzo,Ikeda, Yoshihiko,Ikeda, Nobuo,Yamamoto, Hisashi
, p. 5173 - 5176 (2007/10/02)
New synthetic methods for the preparation of 1,3-dienes are described.
