l-Valinol and l-phenylalaninol-derived 2-phenylamino-2-oxazolines as chiral auxiliaries in asymmetric alkylations
| Autor: | Uk Lee, Jae Nyoung Kim, Taek Hyeon Kim, Gue-Jae Lee |
|---|---|
| Rok vydání: | 2002 |
| Předmět: |
chemistry.chemical_classification
Organic Chemistry Halide chemistry.chemical_element Alkaline hydrolysis (body disposal) Catalysis Inorganic Chemistry chemistry.chemical_compound chemistry Organic chemistry lipids (amino acids peptides and proteins) Lithium Physical and Theoretical Chemistry Valinol Selectivity Alkyl |
| Zdroj: | Tetrahedron: Asymmetry. 13:9-12 |
| ISSN: | 0957-4166 |
| DOI: | 10.1016/s0957-4166(02)00044-7 |
| Popis: | Lithium enolates of N-acyl phenyliminooxazolidine auxiliaries reacted with alkyl halides to produce the α-alkylated products with very high diastereofacial selectivity (up to >99% d.e.). The products were readily cleaved by simple alkaline hydrolysis to give homochiral carboxylic acids and could also be directly converted to aldehydes and other acid derivatives such as esters and amides. |
| Databáze: | OpenAIRE |
| Externí odkaz: |
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