1339960-64-3Relevant academic research and scientific papers
Diversity-oriented synthesis of functionalized polyheterocycles from Garner aldehyde
Srivastava, Ajay Kumar,Song, Heebum,Park, Seung Bum
, p. 2215 - 2222 (2011/09/15)
We report a diversity-oriented synthesis of diverse drug-like polyheterocycles from Garner aldehyde derived 1-hydroxy-1,3-dihydroisobenzofuran 20 as a key intermediate. The oxonium-mediated nucleophilic addition of 20 in the presence of boron tri-fluoride-diethyl ether complex provided enantiopure 1,3-disubstituted 1,3-dihydroisobenzofurans through 1,3-asymmetric induction. Further diversification of 20 allowed the diastereoselective syntheses of drug-like polyheterocycles including the 3-substituted isobenzofuran-1(3H)-one, 2,3-dihydro-1H-isoindol-1-one, and 3,4-disubstituted dihydroisoquinolinone ring systems. Georg Thieme Verlag Stuttgart ? New York.
