ChemInform Abstract: Michael-Type Adducts of 3-Carbethoxycoumarins via Diels-Alder Reaction: Tandem Ring Construction of Furopyranochroman-2-one Skeletons

Autor:	K. Anil Kumar, Maddela Prabhakar, G. Narendar Reddy, Oruganti Srinivas, Javed Iqbal, J. Venkata Prasad, S. Pramod Kumar, G. Srinu, K. Manjulatha
Rok vydání:	2010
Předmět:	chemistry.chemical_classification Tandem Stereochemistry fungi General Medicine Ring (chemistry) Stereocenter Adduct chemistry.chemical_compound chemistry Furan Moiety Lactone Diels–Alder reaction
Zdroj:	ChemInform. 41
ISSN:	1522-2667 0931-7597
DOI:	10.1002/chin.201031149
Popis:	Diels-Alder reaction of furan with electron-deficient 3-carbethoxycoumarins gave the Michael-type adducts obtained from the rearrangement of the intermediate Diels-Alder adducts, instead of the Diels-Alder cycloadducts. Trapping of the dipolar intermediate with electron-deficient aromatic aldehydes gave a one-pot access to fused furo[3,2-b]pyranochroman-2-ones with multiple stereogenic centers. Ring opening of the lactone moiety gave a facile route to generate diverse scaffolds.
Databáze:	OpenAIRE
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