Tetrahedron p. 2261 - 2270 (1997)
Update date:2022-08-04
Topics:
Aitken, R. Alan
Carcas, Katriona
Hill, Lawrence
Massil, Tracy
Raut, Swati V.
Reaction of the adduct between tri-n-butylphosphine and carbon disulfide 1 with norbornene gives the novel zwitterionic structure 9. In solution this dissociates to the ylide 8 which undergoes Wittig reaction with aldehydes. Using the same method, the overall conversion of the strained double bond in a variety of bicyclo[2.2.1]alkenes into 2-benzylidene-1,3-dithioles 15-24 has been achieved and the reaction is also applicable to norbonnadiene, affording bis-dithiolanes 29-31.
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Doi:10.1016/S0040-4020(97)00672-8
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(2014)
