Direct construction of bicyclic heterocycles by palladium-catalyzed domino cyclization of propargyl bromides

Organic Letters

Volumn 10, Issue 6, 2008, Pages 1171-1174

  Ohno, Hiroaki ^a   Okano, Akinori ^a   Kosaka, Shohei ^b   Tsukamoto, Koji ^c   Ohata, Miyo ^b   Ishihara, Kotaro ^b   Maeda, Hatsuo ^c   Tanaka, Tetsuaki ^b   Fujii, Nobutaka ^a  

^a KYOTO UNIVERSITY   (Japan)

^b OSAKA UNIVERSITY   (Japan)

^c HYOGO COLLEGE OF MEDICINE   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

BICYCLO COMPOUND; DRUG DERIVATIVE; PALLADIUM; PARGYLINE; PROPARGYL BROMIDE;

ARTICLE; CATALYSIS; CHEMISTRY; CYCLIZATION;

BICYCLO COMPOUNDS; CATALYSIS; CYCLIZATION; PALLADIUM; PARGYLINE;

EID: 45549098801     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol800063d     Document Type: Article

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28. 1ob
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40. For example, unfavorable steric repulsions around the isopropyl group in 36' and 39' (respective epimers of 36 and 39) might hamper the second cyclization (see the graphic below), which assist isomerization of these intermediates to 36 and 39 via an inversion of configuration.