Diastereoselective synthesis of chiral 3-substituted isoindolinones via rhodium(III)-catalyzed oxidative C-H olefination/annulation

Author(s):  
Xue-Hong Li ◽  
Jun-Fang Gong ◽  
Mao-Ping Song

A new method for the direct and stereoselective synthesis of 3-substituted isoindolinones via Rh(III)-catalyzed chiral N-sulfinyl amide directed asymmetric [4+1] annulation of benzamides with acrylic esters is developed. The reaction...

1984 ◽  
Vol 13 (7) ◽  
pp. 1093-1096 ◽  
Author(s):  
Tetsuo Miwa ◽  
Koichi Narasaka ◽  
Teruaki Mukaiyama

2014 ◽  
Vol 12 (36) ◽  
pp. 7026-7035 ◽  
Author(s):  
Anil K. Saikia ◽  
Kiran Indukuri ◽  
Jagadish Das

A diastereoselective synthesis of 4-O-tosyl piperidine containing azabicyclic derivatives has been established via Prins cyclization reaction. This protocol has been applied for the total synthesis of (±)-epi-indolizidine 167B and 209D.


Synlett ◽  
2021 ◽  
Author(s):  
Eric P. A. Talbot ◽  
Joseph M. Bateman ◽  
Diana Chan ◽  
Mustafa Moroglu ◽  
Benjamin Rahemtulla

The stereoselective synthesis of C3-substituted morpholine derivatives has been achieved through a two-step process involving diastereoselective addition of a Grignard reagent to a sulfinyl imine, followed by cyclization.


Tetrahedron ◽  
1996 ◽  
Vol 52 (9) ◽  
pp. 3135-3152 ◽  
Author(s):  
John P. Cherkauskas ◽  
Andrew M. Klos ◽  
Robert M. Borzilleri ◽  
Joseph Sisko ◽  
Steven M. Weinreb ◽  
...  

1984 ◽  
Vol 62 (7) ◽  
pp. 1403-1405 ◽  
Author(s):  
Thomas Y. R. Tsai ◽  
Haolun Jin ◽  
Karel Wiesner

The first highly stereoselective synthesis of digitoxin is described. The furyl derivative of digitoxigenin was coupled with one unit of digitoxose using our previously described acid catalyzed method. For the second and third glycosylation a new method involving ethyl thioglycosides and 1,3-participation by a p-methoxy benzoate group was developed. As the final step after deprotection of the triglycoside, the 17-furyl group in the steroid aglycone was converted to a butenolide by our oxidative method.


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