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1.
Chem Commun (Camb) ; (6): 771-3, 2008 Feb 14.
Artigo em Inglês | MEDLINE | ID: mdl-18478719

RESUMO

The first general method of direct and highly stereoselective Ti-mediated Mannich reaction between three types of simpleesters and E and Z mixtures of oxime ethers (aliphatic and aromatic) is accomplished.

2.
J Am Chem Soc ; 127(9): 2854-5, 2005 Mar 09.
Artigo em Inglês | MEDLINE | ID: mdl-15740112

RESUMO

Ti-crossed-Claisen condensation between a 1:1 mixture of carboxylic esters and acid chlorides promoted by TiCl4-Bu3N-N-methylimidazole proceeded successfully to give various beta-keto esters in good yields with excellent selectivities (19 examples, approximately 48-95% yield; cross/self-selectivity = approximately 96/4-99/1). The present method was extended to the condensation between a 1:1 mixture of carboxylic acids and carboxylic esters (six examples, approximately 70-92% yield; cross/self-selectivity = approximately 91/9-99/1). To demonstrate the utility of the present two Ti-crossed-Claisen condensations, we performed a couple of efficient short-step syntheses of two natural, representative, and useful perfumes, cis-jasmone and (R)-muscone.


Assuntos
Ácidos Carboxílicos/química , Ésteres/química , Cetonas/síntese química , Cicloparafinas/síntese química , Ciclopentanos/síntese química , Ésteres/síntese química , Oxilipinas
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