Novel Synthesis of 3-Azabicyclo[3.1.0]hexanes by Unusual Palladium(0)-Catalyzed Cyclopropanation of Allenenes

Organic Letters

Volumn 5, Issue 25, 2003, Pages 4763-4766

  Ohno, Hiroaki ^a   Takeoka, Yusuke ^a   Miyamura, Kumiko ^a   Kadoh, Yoichi ^a   Tanaka, Tetsuaki ^a  

^a OSAKA UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

ACETONITRILE; ALLENE DERIVATIVE; ALLYL COMPOUND; BICYCLO COMPOUND; CARBONIC ACID; HETEROCYCLIC COMPOUND; HEXANE; PALLADIUM; PALLADIUM COMPLEX;

ARTICLE; CATALYSIS; CATALYST; CYCLOPROPANATION; DRUG SYNTHESIS; METHODOLOGY; STEREOCHEMISTRY;

EID: 0347052798     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol0356441     Document Type: Article

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49. Confirmation of the stereochemistry of the cyclized product 7 was based on NOE analysis.
50. For a review on the cyclopropanation of palladium carbenes, see: Reiser, O. In Handbook of Organopalladium Chemistry for Organic Synthesis; Negishi, E., Eds.; John Wiley & Sons: New York, 2002; Vol. 1, pp 1561-1577.
51. 15b the cis cyclization to give 22 (Scheme 2) would be the predominant process over the trans cyclization.