Bridgehead enolates and bridgehead alkenes in a welwistatin model series.
Bridgehead metallation is possible in a ketone having the welwistatin skeleton, and this facilitates installation of the isothiocyanate function present in the natural product, and also enables synthesis of remarkable bridgehead alkenes.
Boissel
Valerie
V
School of Chemistry, The University of Nottingham, University Park, Nottingham, UK NG7 2RD.
Simpkins
Nigel S
NS
Bhalay
Gurdip
G
Blake
Alexander J
AJ
Lewis
William
W
D000470:Alkaloids / Q000737:chemistry*; D000475:Alkenes / Q000737:chemistry*; D018360:Crystallography, X-Ray; D026121:Indole Alkaloids; D008958:Models, Molecular; D015394:Molecular Structure; D018036:Selenium Compounds / Q000737:chemistry; D064588:Selenium Oxides
D000470:Alkaloids; D000475:Alkenes; D026121:Indole Alkaloids; D018036:Selenium Compounds; D064588:Selenium Oxides; C092270:welwitindolinone C isothiocyanate