A SHORT-STEP SYNTHESIS OF ANTIBIOTIC A26771B UTILIZING THE RING-OPENING REACTION OF β-ETHYNYL-β-PROPIOLACTONE
- 5 August 1983
- journal article
- research article
- Published by Oxford University Press (OUP) in Chemistry Letters
- Vol. 12 (8) , 1271-1272
- https://doi.org/10.1246/cl.1983.1271
Abstract
The total synthesis of antibiotic A26771B was completed in short steps from 15-hydroxy-3,4-hexadecadienoic acid which was easily prepared by the ring-opening reaction of β-ethynyl-β-propiolactone with Grignard reagent in the presence of a copper(I) catalyst.Keywords
This publication has 6 references indexed in Scilit:
- Palladium-assisted macrocyclization approach to cytochalasins: a synthesis of antibiotic A26771BJournal of the American Chemical Society, 1983
- Highly stereocontrolled synthesis of (2e,4z)-dienic esters by alumina catalystTetrahedron Letters, 1982
- Total Synthesis of a Macrocyclic Lactone Antibiotic A26771B and Its Isomers Using CarbohydratesBulletin of the Chemical Society of Japan, 1982
- A novel five-carbon homologation leading to 3,4-alkadienoic acids by SN2′ reaction of β-ethynyl-β-propiolactone with grignard reagents in the presence of copper(i) catalystTetrahedron Letters, 1981
- A Rapid Esterification by Means of Mixed Anhydride and Its Application to Large-ring LactonizationBulletin of the Chemical Society of Japan, 1979
- The isolation and structure elucidation of macrocyclic lactone antibiotic, A26771B.The Journal of Antibiotics, 1977