Abstract
The nucleophilic allylation of various chiral auxiliaries derived glyoxylic oxime ethers was studied. The use of allyltributylstannane in the presence of a Lewis acid and triallylaluminum provided the corresponding homoallylic amines in high chemical yields (up to 89%) and excellent stereoselectivities (up to >99%). The stereochemical bias of the allylation is proposed.
Original language | English |
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Pages (from-to) | 7816-7822 |
Number of pages | 7 |
Journal | Tetrahedron |
Volume | 63 |
Issue number | 33 |
DOIs | |
Publication status | Published - 2007 Aug 13 |
Keywords
- Allylation
- Chiral auxiliary
- Glyoxylic oxime ether
- Triallylaluminum
ASJC Scopus subject areas
- Biochemistry
- Drug Discovery
- Organic Chemistry