The absolute stereochmistry of the isopropylamino sugar moiety of esperamicin A1 was determined as the g-&-threo-pentopyranosyl by comparing the CD spectra of derivatized methanolysis product 4 with those of two synthesized antipodal glycosides 2 and Is.
Stereochemical studies on esperamicins: Determination of the absolute configuration of hydroxyamino sugar fragment.
โ Scribed by J. Golik; H. Wong; B. Krishnan; D.M. Vyas; T.W. Doyle
- Book ID
- 104219956
- Publisher
- Elsevier Science
- Year
- 1991
- Tongue
- French
- Weight
- 219 KB
- Volume
- 32
- Category
- Article
- ISSN
- 0040-4039
No coin nor oath required. For personal study only.
โฆ Synopsis
The 0-D-gluco-hexopyranose configuration has been assigned for the hydroxyamino sugar fragment of esperamicin A'. This determination concluded our study on the absolute configuration of the carbohydrate portion of esperamicins. Since our first report on the structure elucidation of esperamicins A,, AZ and Alb in 1987' we have focused our efforts on determination of their absolute configuration. In the course of these studies, involving chemical degradations, spectroscopy and x-ray methods, we have established the L
๐ SIMILAR VOLUMES
The tetrahydrofuran portion 3 of verrucosidin I, a potent neurotoxin, is synthesized in an enmtiomerically pure form via the stereoselective osmylation of the chiral hydroxy diene ester 5 as a key step. The stereoselective synthesis of structurally complex tetrahydrofuran units has currently receive