1376191-72-8Relevant academic research and scientific papers
Highly enantioselective synthesis of chiral allenes by sequential creation of stereogenic center and chirality transfer in a single pot operation
Periasamy, Mariappan,Sanjeevakumar, Nalluri,Dalai, Manasi,Gurubrahamam, Ramani,Reddy, Polimera Obula
, p. 2932 - 2935 (2012)
Chiral allenes are readily accessed in a single pot operation in the reaction of terminal alkynes, aldehydes, chiral secondary amines, and zinc halides in good yields (up to 77% yield) and excellent enantioselectivities (up to 99% ee) in toluene at 120 °C. The reaction proceeds through initial formation of chiral propargylamine intermediates with creation of a new stereogenic center and subsequent chirality transfer via an intramolecular hydride shift to produce chiral allenes with high enantiomeric purities.
Bimetallic enantioselective approach to axially chiral allenes
Lue, Ruizhi,Ye, Juntao,Cao, Tao,Chen, Bo,Fan, Wu,Lin, Weilong,Liu, Jinxian,Luo, Hongwen,Miao, Bukeyan,Ni, Shengjun,Tang, Xinjun,Wang, Nan,Wang, Yuli,Xie, Xi,Yu, Qiong,Yuan, Weiming,Zhang, Wanli,Zhu, Can,Ma, Shengming
supporting information, p. 2254 - 2257 (2013/06/05)
An efficient bimetallic Zn(II)/Cu(I)-mediated asymmetric synthesis of simple axially chiral allenes from terminal alkynes and aldehydes was realized by taking advantage of the chiral amine (S)-α,α-diphenylprolinol 3. This one-pot procedure is compatible w
