160734-89-4Relevant articles and documents
Cycloaddition of Bu(n)3P·CS2: Direct one-pot conversion of strained double bonds to 2-alkylidene-1,3-dithiolanes
Aitken, R. Alan,Carcas, Katriona,Hill, Lawrence,Massil, Tracy,Raut, Swati V.
, p. 2261 - 2270 (1997)
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.