Synthesis of Thioaldehydes Having Optically Active Alkoxy Moiety and Their Asymmetric Hetero Diels-Alder Reaction

Heterocycles ◽  
1993 ◽  
Vol 36 (7) ◽  
pp. 1601 ◽  
Author(s):  
Toru Koizumi ◽  
Tamiko Takahashi ◽  
Noriyuki Kurose ◽  
Motoo Shiro
2013 ◽  
Vol 9 ◽  
pp. 655-663 ◽  
Author(s):  
Toshiki Tabuchi ◽  
Daisuke Urabe ◽  
Masayuki Inoue

The stereoselective Diels–Alder reaction between an optically active 1,4-dimethylcycloheptadiene and acrolein was effectively promoted by TBSOTf to produce a bicyclo[3.2.2]nonene derivative bearing two quaternary carbons. Seven additional transformations from the obtained bicycle delivered the C 2-symmetric bicyclo[3.3.2]decene derivative, a key intermediate in our synthetic study of ryanodine.


RSC Advances ◽  
2019 ◽  
Vol 9 (71) ◽  
pp. 41755-41763
Author(s):  
Arun K. Ghosh ◽  
Alessandro Grillo ◽  
Satish Kovela ◽  
Margherita Brindisi

Asymmetric Diels–Alder reaction of chiral 3-(acyloxy)acryloyl oxazolidinones and synthesis of hexahydro-4H-3,5-methanofuro[2,3-b]pyranol are described.


2012 ◽  
Vol 8 ◽  
pp. 1819-1824 ◽  
Author(s):  
Magnus Rueping ◽  
Sadiya Raja

A new chiral Brønsted acid-catalyzed aza-Diels–Alder reaction of cyclic C-acylimines with cyclopentadiene has been developed. The reaction provides optically active aza-tetracycles in good yields with high diastereo- and enantioselectivities under mild reaction conditions.


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