A total synthesis of norhalichondrin B.
Four corners: The syntheses of four key building blocks for the total synthesis of norhalichondrin B (see structure) are described. The assembly of these subunits into the natural product is also reported. Key features of the synthesis are the use of the Achmatowicz oxidation/ionic hydrogenation for the synthesis of pyrans and pyranopyrans, and the application of tandem metathesis for the synthesis of pyranopyrans.
Jackson
Katrina L
KL
Department of Chemistry and Biochemistry, University of Colorado, Boulder, CO 80309-0215, USA.
Henderson
James A
JA
Motoyoshi
Hajime
H
Phillips
Andrew J
AJ
D005663:Furans / Q000138:chemical synthesis* / Q000737:chemistry; D006865:Hydrogenation; D011714:Pyrans / Q000138:chemical synthesis* / Q000737:chemistry
D005663:Furans; D011714:Pyrans; C526099:norhalichondrin B