The cycloaddition reaction of 3,4-dimethyl-1-thio-1-phenylphosphole with tropone

Y. Kashman*, O. Awerbouch

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

Abstract

3,4-Dimethyl-1-thio-1-phenylphosphole reacts, under elevated temperatures, with tropone to give two [4+2] isomeric adducts: Endo-syn-5,6-dimethyl-3-thio-3-phenyl-3-phosphatricyclo [5.3.2.02,6]dodec-4,8,11-trien-10-one (1) and Endo-anti-5,6-dimethyl-3-thio-3-phenyl-3-phosphatricyclo[5.3.2.02,6]dodec-4,9,11-trien-8-one (2). In addition to the endo-exo,syn-anti relationship the phosphorus configuration in 1, 2 and some derivatives was also elucidated by means of NMR-shift reagents and 2JPH coupling constants.

Original languageEnglish
Pages (from-to)191-194
Number of pages4
JournalTetrahedron
Volume29
Issue number1
DOIs
StatePublished - 1973

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