109385-16-2Relevant academic research and scientific papers
Synthesis of chiral 4-substituted 2-hydroxypent-4-enoic acid derivatives via diastereoselective ene reaction promoted by ZnBr2
Kwiatkowski, Piotr,Kwiatkowski, Jacek,Majer, Jakub,Jurczak, Janusz
, p. 215 - 223 (2007)
The diastereoselective carbonyl-ene reaction of various 1,1-disubstituted olefins with the chiral derivatives of glyoxylic acid, with Oppolzer's sultam 1a and 8-phenylmenthol 1b auxiliaries, was studied. The reaction proceeds effectively under undemanding
Asymmetric -Wittig Rearrangement Involving a Chiral Ester Enolate Terminus. A Chiral Synthesis of erythro-α-Hydroxy-β-alkyl Carboxylic Acid Derivatives
Takahashi, Osamu,Mikami, Koichi,Nakai, Takeshi
, p. 69 - 72 (2007/10/02)
The title rearrangement of the (E-2-alkenyloxy)acetic esters derived from (-)-8-phenylmenthol has been shown to afford the corresponding 3-alkyl-2-hydroxy-4-pentenoic ester with an extremly high level of diastereoface selection (95-97percent de) along with a high erythro selectivity (90-93percent).
