Synthesis of 2-Substituted 2-Arylmalonatesvia Tricarbonylchromium Complexes

Autor:	J. Deutsch, V. Zabel, Hans‐Joachim Niclas, M. Bartoszek, M. Schneider
Rok vydání:	1997
Předmět:	chemistry.chemical_compound Malonate Chemistry Aryl Organic chemistry Alcohol Stereoselectivity Malonic acid
Zdroj:	Journal für Praktische Chemie/Chemiker-Zeitung. 339:261-265
ISSN:	1521-3897 0941-1216
DOI:	10.1002/prac.19973390146
Popis:	Tricarbonylchromium complexes 1 react with monosubstituted malonic acid esters 2 in DMSO at room temperature in the presence of KOtBu to give the complexes 3. After oxidative demetalation, the appropriate aryl derivatives 4 are obtained in moderate to good overall yields. Diastereoselective arylations of chirally modified malonates such as 5a–c were studied. The stereoselectivity was highest for the products 6c/6c′ (80:20) with (−)-8-phenylmenthol as alcohol component in the malonate 5.
Databáze:	OpenAIRE
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