Abstract
4-O-Benzyl-23-O-isopropylidene-L-threose readily available from L-tartaric acid is a quite useful four-carbon building block for monosaccharide synthesis. The versatility can be reinforced by the coupled use of stereoselective addition reactions where the suitable choice of organometallics leads to highly anti-selective additions. The building block is particularly useful in the synthesis of rare sugars the versatility of which is demonstrated by the synthesis of some L-sugars as well as the formal total synthesis of polyoxin J in convergent manner.
Original language | English |
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Pages (from-to) | 265-276 |
Number of pages | 12 |
Journal | Tetrahedron |
Volume | 46 |
Issue number | 1 |
DOIs | |
Publication status | Published - 1990 |
Externally published | Yes |
ASJC Scopus subject areas
- Biochemistry
- Drug Discovery
- Organic Chemistry