Abstract
Treatment of (E,E)-distyrylmercury (1) with lead tetra-acetate gave a mixture of (E)-styrylmercury acetate (3) and (E)-styryl-lead triacetate (2), which decomposed to (E)-styryl acetate (4) and lead(II) acetate. The vinyl-lead compound (2), generated in this way, reacted rapidly with β-keto ester (5) to give the α-(E)-styryl derivative (6) in synthetically useful yield. This procedure for the α-vinylation of (5) has been applied to the divinytmercury compounds (7)–(13), and to the synthesis of the α-(E)-styryl β-dicarbonyl compounds (28), (30), (32), and (34). Compounds (6), (28), (30), (32), and (34). Compounds (6), (28), (30), (32), and (34) have also been produced by reaction with lead compound (2) generated by reaction of tributyl-(E)-styrylstannane (36) and lead tetra-acetate. Isolation of the relatively stable cyclopent-l-enyl-lead triacetate (21b), and its reaction with keto ester (5) to give a quantitative yield of compound (18), provided evidence that vinyl-lead triacetates are the vinylating species.
Sign-in/Register to access full text options 
Talk to us
Join us for a 30 min session where you can share your feedback and ask us any queries you have
Schedule a callDisclaimer: All third-party content on this website/platform is and will remain the property of their respective owners and is provided on "as is" basis without any warranties, express or implied. Use of third-party content does not indicate any affiliation, sponsorship with or endorsement by them. Any references to third-party content is to identify the corresponding services and shall be considered fair use under The CopyrightLaw.
