STEREOCHEMICAL DETERMINATION OF ROFLAMYCOIN - C-13 ACETONIDE ANALYSISAND SYNTHETIC CORRELATION

The relative configuration of natural roflamycoin (1) was determined b y C-13 acetonide analysis, combined with other supporting spectroscopi c data. A previous proposal for the configuration of roflamycoin was s hown to be incorrect. The absolute configuration was determined by the advanced Mosher's method. Our proposed structure of natural roflamyco in was confirmed by the synthesis of a degradation fragment that incor porates all of the 11 independent stereogenic centers of roflamycoin. The complete structure of roflamycoin is illustrated in Figure 1.