Wharton-fragmentation-based approach to the carbocyclic core of the phomoidrides.
The carbocyclic core of the phomoidrides has been synthesized efficiently and in high yield. Key steps include a phenolic oxidation/intramolecular Diels-Alder sequence, tandem radical cyclization, and a late-stage Wharton fragmentation of a densely functionalized isotwistane skeleton.
Department of Chemistry, Colorado Sate University, Fort Collins, Colorado 80523, USA.
Graham K
GK
Murphy
Naoto
N
Hama
Aaron
A
Bedermann
Ping
P
Dong
Chris M
CM
Schneider
Travis C
TC
McMahon
Ran N
RN
Tao
Barry M
BM
Twenter
David A
DA
Spiegel
John L
JL
Wood
D018360:Crystallography, X-Ray; D003500:Cyclization; D008299:Maleic Anhydrides / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D008968:Molecular Conformation; D015394:Molecular Structure; D010084:Oxidation-Reduction
C104959:CP 225917; C104957:CP 263114; D008299:Maleic Anhydrides