Mg-Al 3:1 hydrotalcite catalyst in the synthesis of cyclopropane carboxylic acid derivatives

• Published in: Journal of molecular catalysis. A, Chemical Vol. 161; no. 1; pp. 149 - 155
• Main Authors: Finta, Zoltán, Hell, Zoltán, Balán, Daniella, Cwik, Agnieszka, Kemény, Sándor, Figueras, François
• Format: Journal Article
• Language: English
• Published: Amsterdam Elsevier B.V 06.11.2000; Elsevier; Elsevier [1995, Vol. 95, n° 1-janvier 2017, vol. 426, part B]
• Subjects: Catalysis; Catalytic reactions; Chemical Sciences; Chemistry; Cyclopropane carboxylic acid derivatives; Exact sciences and technology; General and physical chemistry; Hydrotalcite catalyst; Intramolecular cyclization reaction; Theory of reactions, general kinetics. Catalysis. Nomenclature, chemical documentation, computer chemistry; Hydrotalcite catalyst; Intramolecular cyclization reaction; Cyclopropane carboxylic acid derivatives; Intramolecular reaction; Aluminium Hydroxides; Base catalysis; Lamellar compound; Lactone; Diastereoselectivity; Ester; Hydrotalcite; Synthesis; Cyclization; Carboxylic acid; Diester; Magnesium Hydroxides; Catalyst; Potassium carbonate
• ISSN: 1381-1169; 1873-314X
• DOI: 10.1016/S1381-1169(00)00341-1

The non-activated Mg-Al 3:1 hydrotalcite is a suitable basic catalyst both in the intramolecular cyclization reaction of malonic acid allylic esters into bicyclic cyclopropane carboxylic acid lactones and the intermolecular cyclization reaction of dibromoethane and diethyl malonate into cyclopropane dicarboxylic acid diester. The optimal reaction conditions of the intramolecular cyclization were determined using a 2 4 factorial design. An interesting effect on the diastereoselectivity of the intramolecular cyclization was observed compared with the diastereoselectivity of this cyclization using solid potassium carbonate as base.