Total Synthesis of (±) Carbocyclic Polyoxin C and Its α-Epimer
- 22 January 1998
- journal article
- Published by American Chemical Society (ACS) in The Journal of Organic Chemistry
- Vol. 63 (3) , 755-759
- https://doi.org/10.1021/jo971711r
Abstract
Carbocyclic polyoxin C (2) and its α-epimer 3 were synthesized in racemic form in an efficient and diastereodivergent fashion from cis-4-(N-tert-butylcarbamoyl)cyclopent-2-en-1-ol (5a). This synthesis features a Pd(0)-catalyzed substitution reaction, a novel, mild reduction of an α-nitro ester to an amino acid ester, and an improved procedure for uracil ring formation.Keywords
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