Abstract
Diastereoisomeric pyranoside acetals derived from enantiomerically pure α-hydroxy esters are readily separated by simple column chromatography. The "resolved" chirality center at the anomeric carbon can be used as a control element in synthetic manipulations of the pyranoside ring. 1. Introduction 2. Prior Art - Racemic Dihydropyranosides 3. Chromatographic Resolutions of Diastereoisomeric Pyranosides and Furanosides 4. Sterically Controlled Manipulations of Resolved Pyranosides 5. Chelation Controlled Manipulations of Resolved Pyranosides 5.1 Synthesis of (R)-(-)-Mevalonolactone 5.2 Synthesis of a Mevinic Acid Lactone Precursor 5.3 Approaches to the 4-Ethylamino Sugar of Calicheamicin γ 1α 1 6. Conclusion.
Original language | English (US) |
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Pages (from-to) | 529-538 |
Number of pages | 10 |
Journal | Synlett |
Volume | 1991 |
Issue number | 8 |
DOIs | |
State | Published - Aug 1991 |
Externally published | Yes |
ASJC Scopus subject areas
- Organic Chemistry