An original synthesis of trans-1,2-diaminocyclobutane

Tetrahedron

Volumn 52, Issue 7, 1996, Pages 2421-2428

  Vergne, Fabrice ^a   Partogyan, Karolin ^a   Aitken, David J ^a   Husson, Henri Philippe ^a  

^a CNRS   (France)

Author keywords

[No Author keywords available]

Indexed keywords

1,2 DIAMINOCYCLOBUTANE; CYCLOBUTANE DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; DRUG SYNTHESIS; PRIORITY JOURNAL; REACTION ANALYSIS; STEREOCHEMISTRY;

EID: 0030063159     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/0040-4020(95)01091-2     Document Type: Article

References (28)

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21. An azaspiropentane intermediate in this process cannot be ruled out; see: Wessjohann, L.; Giller, K.; Skattebøl, L.; de Meijere, A. J. Org. Chem. 1993, 58, 6442-6450.
22. (matrix presented)
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24. 2O to a refluxing reaction mixture improved the cyclobutane:cyclopropane ratio from the original 15:85 to 50:50. In light of the results presented here, this observation seems more likely due to the reflux conditions than the presence of the Lewis acid. The overall yield of 3 and 4 was, in any case, considerably diminished.
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