1190899-79-6Relevant academic research and scientific papers
Catalytic Asymmetric Epoxidation of Aldehydes with Two VANOL-Derived Chiral Borate Catalysts
Gupta, Anil K.,Yin, Xiaopeng,Mukherjee, Munmun,Desai, Aman A.,Mohammadlou, Aliakbar,Jurewicz, Kelsee,Wulff, William D.
supporting information, p. 3361 - 3367 (2019/02/16)
A highly diastereo- and enantioselective method for the epoxidation of aldehydes with α-diazoacetamides has been developed with two different borate ester catalysts of VANOL. Both catalytic systems are general for aromatic, aliphatic, and acetylenic aldehydes, giving high yields and inductions for nearly all cases. One borate ester catalyst has two molecules of VANOL and the other only one VANOL. Catalysts generated from BINOL and VAPOL are ineffective catalysts. An application is shown for access to the side-chain of taxol.
Hydroxytetraphenylenes as Chiral Ligands: Application to Asymmetric Darzens Reaction of Diazoacetamide with Aldehydes
Chai, Guo-Li,Han, Jian-Wei,Wong, Henry N.C.
supporting information, p. 181 - 187 (2016/12/24)
Hydroxytetraphenylenes with rigid conformations are potential candidates for employment as chiral ligands in asymmetric synthesis. Highly diastereo- and enantioselective Darzens reactions between aldehydes and diazo-N,N-dimethylacetamide were found to be catalyzed by a chiral titanium complex formed in situ from Ti(O i Pr)4 and chiral 1,16-dihydroxytetraphenylene, leading to the formation of cis-glycidic amides in moderate to high yields with excellent enantiomeric purities (40-99% yield, up to 99% ee).
A highly enantioselective Darzens reaction between diazoacetamides and aldehydes catalyzed by a (+)-pinanediol-Ti(OiPr)4 system
Liu, Gang,Zhang, Daming,Li, Jian,Xu, Guangyang,Sun, Jiangtao
supporting information, p. 900 - 904 (2013/02/25)
A highly efficient enantioselective Darzens reaction of aldehydes with diazoacetamides catalyzed by a (+)-pinanediol-Ti(OiPr)4 system has been developed. The cis-glycidic amides were obtained in high yields and with moderate to excellent enantioselectivity (up to 99%).
Storable and air-stable zirconium complex-catalyzed highly enantioselective darzens reaction of diazoacetamide with aldehydes
He, Long,Liu, Wei-Jun,Ren, Lei,Lei, Tao,Gong, Liu-Zhu
supporting information; experimental part, p. 1123 - 1127 (2010/07/03)
An asymmetric Darzens reaction of aldehydes with diazo-N,N- dimethylacetamide (3) catalyzd by an air-stable and storable chiral zirconium Lewis acid catalyst, which is formed from 3,3′-diiodobinaphthol and tetrabutoxyzirconium, gives solely the cis-glycid
