Abstract
The enantioselective synthesis of (8R,8aS)-hcxahydro-8-methyl-5(1H)-indolizinone ((-)-13), which is a synthetic intermediate of 5,8-disubstituted indolizidine alkaloids has been carried out. Reaction of ethyl (E)-(4R, 5R)-8-benzyloxy-4, 5-epoxy-4-methyl-2-octenoate (4) with formic acid in the presence of Pd2(dba)3CHCl3 and n-Bu3P as a catalyst gave ethyl (E)-(4R, 5R)-8-benzyloxy-5-hydroxy-4-methyl-2-octenoate (5), which was converted to (-)-13 in 8 and steps.
Original language | English |
---|---|
Pages (from-to) | 1405-1408 |
Number of pages | 4 |
Journal | Tetrahedron: Asymmetry |
Volume | 4 |
Issue number | 7 |
DOIs | |
Publication status | Published - 1993 |
ASJC Scopus subject areas
- Inorganic Chemistry
- Organic Chemistry
- Materials Chemistry
- Drug Discovery