Preparation of substituted alpha-amino-beta-hydroxy esters e 2-amino-1,3-diols from Morita-Baylis-Hillman adducts.

• Grant number: 09/03995-8
• Support Opportunities: Scholarships in Brazil - Master
• Start date: August 01, 2009
• End date: July 31, 2011
• Field of knowledge: Physical Sciences and Mathematics - Chemistry - Organic Chemistry
• Principal Investigator: Fernando Antonio Santos Coelho
• Grantee: Paulo Henrique de Souza Paioti
• Host Institution: Instituto de Química (IQ). Universidade Estadual de Campinas (UNICAMP). Campinas , SP, Brazil

Abstract

This Master research project is focused on the preparation of amino-hydroxy-esters and amino-diols from Morita-Baylis-Hillman adducts. This type of structural motif is present in several synthetic and natural substances. The synthetic strategy is based on an ozonolysis reaction, followed by a reductive amination of the keto group obtained in the ozonolysis step, as a way to incorpore a nitrogen atom in the new formed molecules. The relative configuration and the diastereoselectivity of this sequence will be also determined and racionalized.

Academic Publications

(References retrieved automatically from State of São Paulo Research Institutions)

PAIOTI, Paulo Henrique de Souza. Total synthesis of ('+ or -')- 2-amino- 1,3-propanediols and the styryl-lactones ('+ or -')- Leiocarpin A and ('+ or -')- Goniodiol. 2011. Master's Dissertation - Universidade Estadual de Campinas (UNICAMP). Instituto de Química Campinas, SP.