Oxygen-directed carbocyclizations of 2,3-epoxy alcohols: Stereoselective construction of polyfunctionalized seven-membered rings by 7-endo-tet ring closures

Journal of Organic Chemistry

Volumn 63, Issue 22, 1998, Pages 7833-7839

  Marson, Charles M ^a   McGregor, Jane ^b   Khan, Afzal ^a   Grinter, Trevor J ^c  

^a UNIVERSITY OF SHEFFIELD   (United Kingdom)

^b GLAXOSMITHKLINE   (United Kingdom)

^c QUEEN MARY UNIVERSITY OF LONDON   (United Kingdom)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0000950671     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo980986j     Document Type: Article

References (45)

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36. For convenience, trans (or cis) is used to describe the same substituents, whether for allylic alcohols or the corresponding epoxy alcohols, that are trans (or cis) in the cyclized bicyclic products. Similarly, syn (or anti) epoxy alcohols correspond in relative configuration to the 1, 2-dihydroxy groups that are syn (or anti) in the cyclized products. Thus, trans, syn-diol 19 is obtained from trans, syn-epoxy alcohol 10. Structures depicted refer to racemic modifications.
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