Stereoselective Synthesis of β-Hydroxy- and β-Ethoxy-δ-lactones: Model Structures for Compounds Isolated from Otoba parvifolia

Mauricio Gomes Constantino Departamento de Química Faculdade de Filosofia, Ciěncias e Letras de Ribeirão Preto Universidade de São Paulo, Av. Bandeirantes, 3900 CEP, 14040-901, Ribeirão Preto - SP, Brazil

Luiz Gonzaga de Oliveira Matias Departamento de Química Faculdade de Filosofia, Ciěncias e Letras de Ribeirão Preto Universidade de São Paulo, Av. Bandeirantes, 3900 CEP, 14040-901, Ribeirão Preto - SP, Brazil

Gil Valdo José da Silva Departamento de Química Faculdade de Filosofia, Ciěncias e Letras de Ribeirão Preto Universidade de São Paulo, Av. Bandeirantes, 3900 CEP, 14040-901, Ribeirão Preto - SP, Brazil

Vladimir Constantino Gomes Heleno Departamento de Química Faculdade de Filosofia, Ciěncias e Letras de Ribeirão Preto Universidade de São Paulo, Av. Bandeirantes, 3900 CEP, 14040-901, Ribeirão Preto - SP, Brazil

Maria Teresa do Prado Gambardella Departamento de Química e Física Molecular, Instituto de Química de São Carlos Universidade de São Paulo

Abstract

Abstract: In this paper we describe a very short stereoselective synthesis of the β-ethoxylactone 13, a model structure for compounds isolated from Otoba parvifolia. The method, which also produces β-hydroxy-esters and β-hydroxy-lactones, is based on a chemo- and stereoselective Reformatsky reaction.

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Stereoselective Synthesis of β-Hydroxy- and β-Ethoxy-δ-lactones: Model Structures for Compounds Isolated from Otoba parvifolia

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Stereoselective Synthesis of β-Hydroxy- and β-Ethoxy-δ-lactones: Model Structures for Compounds Isolated from Otoba parvifolia

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