Sulfuration of 9,9′-bibenzonorbornenylidenes by elemental sulfur: exclusive episulfide formation with retention of the configuration of alkenes

Autor: Juzo Nakayama, Yoshiaki Sugihara, Koichi Noda
Rok vydání: 2000
Předmět:
Zdroj: Tetrahedron Letters. 41:8913-8916
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(00)01605-1
Popis: Sulfuration of syn-bibenzonorbornenylidene (5a) by elemental sulfur in refluxing o-dichlorobenzene furnished the episulfide (6a) exclusively in 83% yield with retention of the configuration of 5a, while that of anti-9,9′-bibenzonorbornenylidene (5b) under the same conditions resulted in the exclusive formation of the episulfide (6c) in 72% yield also with retention of the configuration of 5b. Non-stereoselective sulfuration of 5a and 5b by S2Cl2 is also described.
Databáze: OpenAIRE