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Enones with strained double bonds. 9. The 2-phenylbicyclo[3.3.1]non-1-en-3-one system

✍ Scribed by House, Herbert O.; Outcalt, Russell J.; Haack, John L.; VanDerveer, Don

Book ID: 126172241
Publisher: American Chemical Society
Year: 1983
Tongue: English
Weight: 971 KB
Volume: 48
Category: Article
ISSN: 0022-3263
DOI: 10.1021/jo00158a015

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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 i