79090-76-9Relevant academic research and scientific papers
Catalytic asymmetric synthesis of optically active allenes from terminal alkynes
Ye, Juntao,Li, Suhua,Chen, Bo,Fan, Wu,Kuang, Jinqiang,Liu, Jinxian,Liu, Yu,Miao, Bukeyan,Wan, Baoqiang,Wang, Yuli,Xie, Xi,Yu, Qiong,Yuan, Weiming,Ma, Shengming
, p. 1346 - 1349 (2012)
CuBr and ZnI2 have been developed as catalysts or subcatalysts for the efficient asymmetric synthesis of axially chiral allenols with up to 97% ee from readily available propargylic alcohols, aliphatic or aromatic aldehyde, pyrrolidine, and commerically available ligands. The alcohol unit in the terminal alkynes plays a very important role for ensuring high enantioselectivity via coordination.
Harmony of CdI2 with CuBr for the one-pot synthesis of optically active α-allenols
Zhang, Jiasheng,Ye, Juntao,Ma, Shengming
, p. 4080 - 4089 (2015/03/30)
A highly efficient one-pot synthesis of chiral α-allenols from propargylic alcohols, aldehydes and pyrrolidine induced by CuBr and (R,Ra)-N-PINAP or (R,Sa)-N-PINAP and CdI2 has been developed. Both the yields and enantiose
SYNTHESE D'ALCOHOLS α-ALLENIQUES PAR REACTION D'ORGANOCHROMIQUES PROPARGYLIQUES SUR LES ALDEHYDES ET LES CETONES
Place, Pierre,Verniere, Catherine,Gore, Jacques
, p. 1359 - 1368 (2007/10/02)
Propargylic bromides can be condensed with aldehydes and ketones in the presence of Hiyama's reagent (2CrCl3+LiAlH4 in THF) leading to α-allenic alcohols, to homopropargylic alcohols or to the mixture of both of them.The selectivity (or specificity) of this reaction depends on the substitution of the propargylic bromide, on the structure of the ketone, and on the presence of HMPT in the reaction mixture.In many cases, α- allenic alcohol has been specifically or very selectively obtained.The mechanism of the reaction and the influence of the various parameters are discussed.
