Braun, M. ; Sacha, H. ; Galle, D. ; Baskaran, S. (1996) Diastereoselective reactions of enolates Pure and Applied Chemistry, 68 (3). pp. 561-564. ISSN 0033-4545
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Official URL: http://pac.iupac.org/publications/pac/68/3/0561/
Related URL: http://dx.doi.org/10.1351/pac199668030561
Abstract
Triphenylglycol-derived esters 2 and 8a have been applied in asymmetric aldol reactions. The homochiral propionates 7 and 8a have been applied in asymmetric aldol reactions. The homochiral propionates 7 and 8a, b react with imines in a stereodivergent manner. Doubly deprotonated 7 delivers anti-Β-lactams 14 whereas the lithium enolates of 8a/b afford cis-Β-lactamus 15 in 87-97% e.e. Diastereoselective carbon silylation occurs when deprotonated 8a is treated with chlorotrimethylsilane. Approaches towards the construction of quaternary carbon centers are based on diastereoselective carboxalkylations of enolates with menthylchloroformate 17 and on a novel tandem reaction (16 → 20).
| Item Type: | Article |
|---|---|
| Source: | Copyright of this article belongs to International Union of Pure and Applied Chemistry. |
| ID Code: | 98572 |
| Deposited On: | 01 Oct 2014 06:32 |
| Last Modified: | 01 Oct 2014 06:32 |
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