Synthesis of 2,7-diazabicyclo[3.3.0]octane and 2,7-diazabicyclo[3.3.0]oct-4-ene derivatives via cyclization reaction and julia reaction

Synthetic Communications

Volumn 26, Issue 8, 1996, Pages 1499-1505

  Lee, Jae Wook ^a   Son, Ho Jung ^a   Jung, Yeon Eui ^a   Lee, Jae Ho ^a  

^a Daewoong Pharmaceutical Co Ltd   (South Korea)

Author keywords

[No Author keywords available]

Indexed keywords

2,7 DIAZABICYCLO[3.3.0]OCTANE DERIVATIVE; BICYCLO[3.3.0]OCTANE DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; DRUG SYNTHESIS; NUCLEAR MAGNETIC RESONANCE; REACTION ANALYSIS; STEREOCHEMISTRY; X RAY ANALYSIS;

EID: 0029871672     PISSN: 00397911     EISSN: None     Source Type: Journal    
DOI: 10.1080/00397919608003516     Document Type: Article

References (25)

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10. cf. N-Alkylated 3-phenysulfonyl-3-pyrroline have been obtained by the reaction of amines with 2,3-bis(phenylsulfonyl)-1,3-butadiene, followed by elimination step, see : Padwa, A.; Norman,B. H. J. Org. Chem. 1990, 55, 4801.
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14. We gratefully thank Prof. Kim, M. J. for X-ray crystallographic analysis.
15. We have found that the intramolecular cyclization reaction of sulfone ester have been influenced on the protecting group of nitrogen at 4-position of pyrrolidine. Studies on the cyclization reaction according to nitrogen protecting group and electron withdrawing group are underway and will be reported in due course.
16. Grimm, E. L.; Coutu, M. L.; Trimble, L. A. Tetrahedron Lett. 1993, 34, 7017, and references therein. Grimm, E. L.; Levac, S.; Coutu, M. L. Tetrahedron Lett. 1994, 35, 5369; Grimm, E. L.; Levac, S.; Trimble, L. A. s Tetrahedron Lett. 1994, 35, 6847.
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25. -1) 1149, 1169, 1251, 1308, 1368, 1408, 1680, 1697, 3399.