A divergent strategy to the withasomnines.
A concise synthesis of three members of the withasomnine family of natural products is reported. The synthesis features a regioselective sydnone-alkynylboronate cycloaddition followed by Suzuki cross coupling and silyl group removal, and marks the first divergent approach to this family of pyrazole based natural products.
Foster
Robert S
RS
Department of Chemistry, University of Sheffield, Sheffield, UK S3 7HF.
Huang
Jianhui
J
Vivat
Jérôme F
JF
Browne
Duncan L
DL
Harrity
Joseph P A
JP
D000470:Alkaloids / Q000138:chemical synthesis* / Q000737:chemistry*; D001688:Biological Products / Q000138:chemical synthesis / Q000737:chemistry; D011720:Pyrazoles / Q000138:chemical synthesis* / Q000737:chemistry*; D013237:Stereoisomerism; D013379:Substrate Specificity; D013558:Sydnones / Q000737:chemistry
D000470:Alkaloids; D001688:Biological Products; D011720:Pyrazoles; D013558:Sydnones