Wharton-fragmentation-based approach to the carbocyclic core of the phomoidrides.

Autor: Murphy GK; Department of Chemistry, Colorado Sate University, Fort Collins, Colorado 80523, USA., Hama N, Bedermann A, Dong P, Schneider CM, McMahon TC, Tao RN, Twenter BM, Spiegel DA, Wood JL
Jazyk: angličtina
Zdroj: Organic letters [Org Lett] 2012 Sep 07; Vol. 14 (17), pp. 4544-7. Date of Electronic Publication: 2012 Aug 23.
DOI: 10.1021/ol302011b
Abstrakt: 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.
Databáze: MEDLINE