ChemInform Abstract: Stereoselective Synthesis of a Bicyclic Ketooxetane via a Thionium Ion- Mediated Cyclization Reaction.

ChemInform ◽  
2010 ◽  
Vol 28 (51) ◽  
pp. no-no
Author(s):  
D. CRAIG ◽  
R. M. LAWRENCE ◽  
D. J. TAPOLCZAY
Keyword(s):  
Stereoselective Synthesis ◽  
Cyclization Reaction

Stereoselective synthesis of O-tosyl azabicyclic derivatives via aza Prins reaction of endocyclic N-acyliminium ions: application to the total synthesis of (±)-epi-indolizidine 167B and 209D

2014 ◽  
Vol 12 (36) ◽  
pp. 7026-7035 ◽  
Author(s):  
Anil K. Saikia ◽  
Kiran Indukuri ◽  
Jagadish Das
Keyword(s):  
Total Synthesis ◽  
Stereoselective Synthesis ◽  
Cyclization Reaction ◽  
Diastereoselective Synthesis ◽  
Prins Reaction ◽  
Prins Cyclization ◽  
Acyliminium Ions

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.

scholarly journals Stereoselective Synthesis of 4-O-Tosyltetrahydropyrans via Prins Cyclization Reaction of Enol Ethers

SynOpen ◽  
2019 ◽  
Vol 03 (01) ◽  
pp. 36-45
Author(s):  
Sujit Sarkar ◽  
Namita Devi ◽  
Bikoshita Porashar ◽  
Santu Ruidas ◽  
Anil Saikia
Keyword(s):  
Intramolecular Cyclization ◽  
Stereoselective Synthesis ◽  
Cyclization Reaction ◽  
Prins Cyclization ◽  
Enol Ethers ◽  
Toluenesulfonic Acid

Intramolecular cyclization of enol ethers mediated by para-toluenesulfonic acid leads to substituted tetrahydropyrans in good to moderate yields. The reaction is diastereoselective.

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