Strategies of synthesis based on cyclohexadienes: part 3. A novel route to macrolide aromatic polyketides
- 1 January 1990
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Perkin Transactions 1
- No. 5,p. 1423-1427
- https://doi.org/10.1039/p19900001423
Abstract
A novel route to macrolide aromatic polyketides, having an alkyl-β-resorcylate skeleton has been developed. A formal synthesis of (±)-curvularin (1), and (±)-lasiodiplodin (3) involving the preparation of the seco acid (31) and the acyclic precursor (34) using a one pot Alder–Rickert reaction from 1,3-dimethoxycyclohexa-1,3-diene (7) and the long-chain acetylenic dienophiles (10) and (11) is reported.This publication has 5 references indexed in Scilit:
- Syntheses based on cyclohexadienes. Part 2. Convenient synthesis of 6-alkylsalicylates, 6-alkyl-2,4-dihydroxybenzoate, and 2,5-dialkylresorcinolsJournal of the Chemical Society, Perkin Transactions 1, 1989
- Convenient syntheses of alkyl β-resorcylate derivativesJournal of the Chemical Society, Perkin Transactions 1, 1980
- Stereoselective Synthesis of (Z,Z)-3, 13-Octadecadienyl Acetate, the Attractant for Smaller Clear Wing MothAgricultural and Biological Chemistry, 1979
- Synthese des (±)‐LasiodiplodinsHelvetica Chimica Acta, 1977
- Synthesis of polyketide-type aromatic natural products by biogenetically modeled routesTetrahedron, 1977