Ruthenium-catalyzed rom-RCM of cyclopentene-yne. concise synthesis of a pyrrolizidine derivative

Heterocycles

Volumn 67, Issue 1, 2006, Pages 89-93

  Wakamatsu, Hideaki ^a   Sato, Yoshihiro ^b   Fujita, Reiko ^a   Mori, Miwako ^c  

^a TOHOKU PHARMACEUTICAL UNIVERSITY   (Japan)

^b HOKKAIDO UNIVERSITY   (Japan)

^c HEALTH SCIENCES UNIVERSITY OF HOKKAIDO   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 33646865927     PISSN: 03855414     EISSN: None     Source Type: Journal    
DOI: 10.3987/COM-05-S(T)21     Document Type: Article

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33. The stereochemistry of 7 was determined by NOE experiment. In this reaction, the double bond of the substituent was isomerized to conjugate with the carbonyl group. Presumably this is a thermodynamic product and the isomerization would occur in the presence of DBU. It is not clear whether the isomerization of the double bond and then ring construction occur or the ring construction and then the isomerization of the double bond occur.