140184-80-1Relevant academic research and scientific papers
Highly (E)-selective wadsworth-emmons reactions promoted by methylmagnesium bromide
Claridge, Timothy D. W.,Davies, Stephen G.,Lee, James A.,Nicholson, Rebecca L.,Roberts, Paul M.,Russell, Angela J.,Smith, Andrew D.,Toms, Steven M.
supporting information; experimental part, p. 5437 - 5440 (2009/06/18)
(Chemical Equation Presented) An experimentally simple protocol for the very highly (E)-selective Wadsworth-Emmons reaction [(E):(Z) selectivities in excess of 180:1 in some cases] of a range of straight-chain and branched aliphatic, substituted aromatic, and base-sensitive aldehydes via reaction with an alkyl diethylphosphonoacetate and MeMgBr is reported.
Highly Diastereoselective Conjugate Addition of Lithium Dialkylamides to α,β-Unsaturated Esters Having a Chiral Center at the γ-Position
Asao, Naoki,Shimada, Takashi,Sudo, Tomoko,Tsukada, Naofumi,Yazawa, Kazuhiko,Gyoung, Young Soo,Uyehara, Tadao,Yamamoto, Yoshinori
, p. 6274 - 6282 (2007/10/03)
The conjugate addition of lithium amides 2 to tert-butyl 4-(OR)-substituted-2-pentenoates 1 produced a mixture of the syn- and anrt-amino esters (3 and 4) in high yields. Sterically bulky OR groups, such as trityloxy and tert-butyldiphenylsilyloxy, gave t
Carbonyl olefination with α-stannyl ester enolates: a new synthesis of α,β-unsaturated esters
Zapata, Antonio,Nunez, Beatriz M.,Ferrer, Fernando J.
, p. C9 - C11 (2007/10/02)
The reaction of α-stannyl ester enolates with carbonyl compounds is described. α,β-Unsaturated esters are obtained in good yields.A reaction mechanism is proposed.
