Observations on Dibutylstannylene as Template for the Assembly of Macrocyclic Oligolactones
作者： Martin W. Bredenkamp , Harold M. Flowers , Cedric W. Holzapfel
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摘要: Dibutylstannylene-mediated macrolactonization of methyl 4,6-O-benzylidene-&7alpha;-D-glucopyranoside (2) with glutaryl and phthaloyl dichloride yields the respective dilactones 6e 6f parallel tetralactones 5e 5f as well antiparallel tetralactone 4e in case glutarylation. The reaction malonyl a negligible amount 5d that fumaryl isophthaloyl polyesters only, byproduct all these reactions. mechanism stannylene-medidted is discussed incorporating data pertaining to known hexa- octalactone formation when succinyl used. A correlation between stannylene dimer symmetry constitutional isomer selectivity introduced.
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