Asymmetric total syntheses of teretifolione B and methylteretifolione B via Diels-Alder reaction of optically active pyranobenzyne and substituted furans

Tetrahedron ◽  
2017 ◽  
Vol 73 (34) ◽  
pp. 5063-5071 ◽  
Author(s):  
Kazuaki Katakawa ◽  
Mika Kainuma ◽  
Katsuya Suzuki ◽  
Saori Tanaka ◽  
Takuya Kumamoto
2021 ◽  
Author(s):  
Tingting Zhou ◽  
Anquan Zheng ◽  
Luqiong Huo ◽  
Changgeng Li ◽  
Haibo Tan ◽  
...  

Driven by bioinspiration and appreciation of the structure of ericifolione, a biomimetic tautomerization/intermolecular inverse-electron-demand hetero Diels-Alder reaction cascade sequence promoted by sodium acetate to rapidly construct sterically hindered dihydropyran scaffolds...


1994 ◽  
Vol 59 (12) ◽  
pp. 2721-2726 ◽  
Author(s):  
Jarmila Štetinová ◽  
Ján Leško ◽  
Miloslava Dandárová ◽  
Rudolf Kada ◽  
Roman Koreň

4-Aryl-3-substituted furans IIIa - IIId were prepared by Diels Alder reaction of 4-phenyloxazole (I) with compounds IIa - IId, containing an activated triple bond, and subsequent thermal decomposition of the cycloadduct.


1997 ◽  
Vol 62 (12) ◽  
pp. 4088-4096 ◽  
Author(s):  
Albert Padwa ◽  
Martin Dimitroff ◽  
Alex G. Waterson ◽  
Tianhua Wu

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.


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