Synthesis of (4R,8R)- and (4S,8R)-4,8-dimethyldecanal: the common aggregation pheromone of flour beetles |
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| Authors: | Ellen M Santangelo Paulo HG Zarbin |
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| Institution: | a Departamento de Química, Universidade Federal do Paraná, CP 19081, CEP 81531-990 Curitiba-PR, Brazil
b Departamento de Química, Universidade Federal de São Carlos, CEP 13565-905 São Carlos-SP, Brazil |
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| Abstract: | The synthesis of (4R,8R)- and (4S,8R)-4,8-dimethyldecanal 1 and 1a has been achieved connecting the chiral building block (R)-2-methyl-1-bromobutane 4 with (R)- and (S)-citronellol derivatives. The key intermediate 4 was obtained optically pure in five steps from methyl (S)-3-hydroxy-2-methylpropionate 2. |
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