Observations on Dibutylstannylene as Template for the Assembly of Macrocyclic Oligolactones

✍ Scribed by Bredenkamp, Martin W. ;Flowers, Harold M. ;Holzapfel, Cedric W.

• Publisher: Wiley (John Wiley & Sons)
• Year: 1992
• Tongue: English
• Weight: 863 KB
• Volume: 125
• Category: Article
• ISSN: 0009-2940
• DOI: 10.1002/cber.19921250527

✦ Synopsis

Macrocyclization / Stannylene template / Template synthesis Dibutylstannylene-mediated macrolactonization of methyl chloride yields polyesters only, a byproduct in all these re-4,6-O-benzylidene-a-~-glucopyranoside (2) with glutaryl and actions. The mechanism of stannylene-mediated macrolacphthaloyl dichloride yields the respective dilactones 6 e and tonization is discussed incorporating data pertaining to known 6f and parallel tetralactones 5e and 5f as well as the antipar-hexa-and octalactone formation when succinyl dichloride is allel tetralactone 4e in the case of glutarylation. The reaction used. A correlation between stannylene dimer symmetry and with malonyl dichloride yields a negligible amount of the par-tetralactone constitutional isomer selectivity is introduced. allel tetralactone 5d and that of fumaryl and isophthaloyl di-'+I Visiting associate from the Weizmann Institute of Science, Israel.