Lewis Acid Catalyzed Diels-Alder Reaction of 3-Phenylthio-2-quinolinones with Siloxydiene. Synthesis of the Intermediate for Dynemicin A Core

Autor:	S. Naruto, Tohru Hino, Kazumasa Nara, Toshiaki Nagata, Yuuki Koide, Mitsuhiro Arisawa, Etsuko Itoh, Masako Nakagawa, Yasuhiro Torisawa
Rok vydání:	1996
Předmět:	Dynemicin A Acetal General Chemistry General Medicine Medicinal chemistry Adduct Catalysis Lewis acid catalysis chemistry.chemical_compound Acid catalysis chemistry Drug Discovery Lewis acids and bases Diels–Alder reaction
Zdroj:	Chemical and Pharmaceutical Bulletin. 44:451-453
ISSN:	1347-5223 0009-2363
DOI:	10.1248/cpb.44.451
Popis:	Preparation of the 1-methoxycarbonyl-3-phenylthio-2-quinolinone (10) from dihydro-2-quinolinone (5) and its Diels-Alder reaction with 2-trimethylsilyloxy-1, 3-butadiene under Lewis acid catalyst is described. Conversion of the D-A adduct (11) to 9-phenenthridinone ketal (16) will open a new synthetic route to a dynemicin A core structure.
Databáze:	OpenAIRE
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