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Diastereoselectivity in the formation of bicyclic cyclopropane carboxylic acid lactones

✍ Scribed by Zoltán Hell; Zoltán Finta; Tamás Grünvald; Zsolt Böcskei; Daniella Balán; György M. Keserű; László Tőke

Publisher
Elsevier Science
Year
1999
Tongue
French
Weight
518 KB
Volume
55
Category
Article
ISSN
0040-4020

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✦ Synopsis

The intramolecular cyclization of malonic acid allylic esters yields bicyclic cyclopropane carboxylic acid lactones in a phase transfer catalysed reaction. The substituents of the allylic moiety and the reaction temperature influence the diastereomeric composition of the products.

📜 SIMILAR VOLUMES

Unusually large reactivity differences i
Unusually large reactivity differences in the transformation of cyclopropane lactones to 1-aminocyclopropane-1-phosphonic acids and their carboxylic acid analogues
✍ Zsuzsa M. Jászay; György M. Keserű; György Clementis; Imre Petneházy; Katalin Ko 📂 Article 📅 2001 🏛 John Wiley and Sons 🌐 English ⚖ 194 KB

## Abstract Starting from a cyclopropane lactone **5**, the synthesis of a 1‐aminocyclopropane‐1‐phosphonic acid derivative **11** is described. The considerable differences in the reactivity of the lactone ring opening in the case of a cyclopropane lactone substituted by a phosphonic acid ester **

Mg-Al 3:1 hydrotalcite catalyst in the s
Mg-Al 3:1 hydrotalcite catalyst in the synthesis of cyclopropane carboxylic acid derivatives
✍ Zoltán Finta; Zoltán Hell; Daniella Balán; Agnieszka Cwik; Sándor Kemény; Franço 📂 Article 📅 2000 🏛 Elsevier Science 🌐 English ⚖ 134 KB

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