Studies aiming the total synthesis of Siphonodiol / Reagentes de telúrio em síntese orgânica estudos visando a síntese total do siphonodiol

AUTOR(ES)

Ricardo Machado Ellensohn

DATA DE PUBLICAÇÃO

2000

RESUMO

The main objective of this project consists in the total synthesis of Siphonodiol using reactions already systematically studied in our group. Siphonodiol is a natural product of the group of polyacetylenes which exhibits a potent antifungal activity. The enantioselective synthesis of the diol fragment was effected in three steps from ascorbic acid by means of a sequence of reduction-oxidation reactions already described in the literature. The others fragments were synthesized by cyclic ether ring opening reaction in acid media, protection/deprotecting reactions with silicon reagents, transmetalation reactions and coupling reactions with vinylic tellurides and, the key step to obtain the Siphonodiol, the Cadiot-Chodkiewicz coupling reaction. The synthetic strategy to the synthesis of Siphonodiol is presents bellow.

ASSUNTO(S)

síntese orgânica síntese total tellurium telúrio siphonodiol total synthesis organic synthesis siphonodiol

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