Abstract
The chiral and stereoselective synthesis of (+)-lactacystin 1, the first non-protein neurotrophic factor having an α,α-disubstituted α- amino acid structure, is described. The highly functionalized γ- lactam portion possessing a tetra-substituted carbon with nitrogen in 1 was effectively constructed from D-glucose using allylic trichloroacetimidate rearrangement (Overman rearrangement) as the key reaction.
Original language | English |
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Pages (from-to) | 16287-16298 |
Number of pages | 12 |
Journal | Tetrahedron |
Volume | 53 |
Issue number | 48 |
DOIs | |
Publication status | Published - 1997 Dec 1 |
ASJC Scopus subject areas
- Biochemistry
- Drug Discovery
- Organic Chemistry