Mechanistic Support for Intramolecular Migrative Cyclization of Propargyl Sulfones Provided by Catalytic Asymmetric Induction with a Chiral Counter Cation Strategy

Author(s):  
Ken-ichi Yamada
2000 ◽  
Vol 41 (13) ◽  
pp. 2039-2042 ◽  
Author(s):  
Bishan Zhou ◽  
Scott Edmondson ◽  
Juan Padron ◽  
Samuel J Danishefsky

1976 ◽  
Vol 7 (35) ◽  
pp. no-no
Author(s):  
R. HELDER ◽  
J. C. HUMMELEN ◽  
R. W. P. M. LAANE ◽  
J. S. WIERING ◽  
H. WYNBERG

1985 ◽  
Vol 4 (6) ◽  
pp. 1143-1145 ◽  
Author(s):  
Barry M. Trost ◽  
Dennis J. Murphy

Synthesis ◽  
2020 ◽  
Vol 52 (14) ◽  
pp. 2073-2091
Author(s):  
William D. Wulff ◽  
Yong Guan ◽  
Zhenjie Lu ◽  
Xiaopeng Yin ◽  
Aliakbar Mohammadlou ◽  
...  

This work details the synthesis of 22 new chiral VANOL ligands that differ by the nature of the substituent in the 3- and 3′-positions of the ligand. These ligands were incorporated into boroxinate catalysts that were used to screen the catalytic asymmetric aziridination of benzhydryl imines with ethyl diazoacetate. Each catalyst was screened in the reaction of imines generated from benzaldehyde and cyclohexanecarboxaldehyde and some with 4-nitro- and 4-methoxybenzaldehyde. In addition, the first report of the effect of the ester substituent of the diazoacetate ester on the asymmetric induction in these aziridination reactions is presented. The first X-ray structure of a boroxinate catalyst generated from a VANOL-derived ligand is also reported.


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