
Tetrahedron Letters p. 7989 - 7992 (1997)
Update date:2022-07-29
Topics:
Ganguly, Ashit K.
McCormick, Jinping L.
Chan, Tze-Ming
Saksena, Anil K.
Das, Pradip R.
The absolute stereochemistry at C16 orthoester center of Ziracin (1) was unequivocally established via a novel acid-catalyzed orthoester isomerization. Structures of the resulting isomers 2 and 3 were determined by chemical degradation and extensive spectroscopic analyses. This novel isomerization was successfully extended to other related everninomicins (11-13), thus completing the entire structural assignment of everninomicin antibiotics.
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