Total Synthesis of Four Stereoisomers of Acaterin through a Te/Li Exchange Protocol

Total Synthesis of Four Stereoisomers of Acaterin through a Te/Li Exchange Protocol

Ferrarini, Renan S.; Santos, Alcindo A. Dos; Comasseto, João V.

Abstract:

Acaterin (1) is an inhibitor of Acylcoenzyme A cholesterol acyl transferase (ACAT). It was first isolated from a culture of Pseudomonas sp. This type of inhibitor has a promising role in the treatment of atherosclerosis. The butenolide skeleton with an a-alkyl chain, can be obtained from g-butyl-telluro-allylic alcohols by Te/Li exchange reaction and capture with CO2 according to a methodology recently established in our group.

Acaterin (1) is an inhibitor of Acylcoenzyme A cholesterol acyl transferase (ACAT). It was first isolated from a culture of Pseudomonas sp. This type of inhibitor has a promising role in the treatment of atherosclerosis. The butenolide skeleton with an a-alkyl chain, can be obtained from g-butyl-telluro-allylic alcohols by Te/Li exchange reaction and capture with CO2 according to a methodology recently established in our group.

Palavras-chave:

DOI: 10.5151/chempro-14bmos-R0199-1

Referências bibliográficas

• [1] 1 Naganuma, S.; Sakai, K.; Hasumi, K.; Endo, A. J. Antibiotics 1992, 45, 1216.
• [2] 2 Ferrarini, R. S.; Dos Santos, A. A.; Comasseto, J. V. Tetrahedron Lett. 2010, 51, 6843.
• [3] 3 Anand, R. V.; Barktharaman, S.; Singh, V. K. Tetrahedron Lett. 2002, 43, 5393

Como citar:

Ferrarini, Renan S.; Santos, Alcindo A. Dos; Comasseto, João V.; "Total Synthesis of Four Stereoisomers of Acaterin through a Te/Li Exchange Protocol", p-199-200. In: In Blucher Chemistry Proceedings, São Paulo, v. 1, n. 1, Setembro.2013. São Paulo: Blucher, 2013.
ISSN 23184043, DOI 10.5151/chempro-14bmos-R0199-1