Abstract
The synthesis and preliminary evaluation of two new chiral 1,7- dioxaspiro[5.5]undecane ligands is described. The compounds of interest are readily available in enantiomerically pure form. Chiral organotitanium complexes prepared from these ligands catalyze the ring opening reaction of meso epoxides by TMSN3. A key observation suggests that silylation of the ligand competes with catalyst turnover in this application. Implications for the use of diol ligands are discussed.
Original language | English (US) |
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Pages (from-to) | 507-513 |
Number of pages | 7 |
Journal | Tetrahedron |
Volume | 56 |
Issue number | 4 |
DOIs | |
State | Published - Jan 21 2000 |
Externally published | Yes |
Keywords
- Asymmetric induction
- Asymmetric synthesis
- Catalysis
- Spiro compounds
ASJC Scopus subject areas
- Biochemistry
- Drug Discovery
- Organic Chemistry