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Acta Chimica Sinica ›› 2007, Vol. 65 ›› Issue (21): 2433-2436. Previous Articles Next Articles
张朝欣,达世俊,张化冰,孙彬,李瀛
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ZHANG Chao-Xin; DA Shi-Jun; ZHANG Hua-Bing; SUN Bin; LI Ying
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(+)-Disparlure is the sex attractant emitted by the female gypsy moth. Because of the growing demand for pest control, many syntheses of (+)-disparlure have been reported. The concise and efficient asymmetric total synthesis of (+)-disparlure was accomplished, starting from undecanal and cyclopentanone by using L-proline-catalyzed asymmetric aldol reaction to construct the chiral lactone, then by Baeyer-Vil-liger oxidation and Wittig olefination, providing a new strategy on the synthesis of (+)-(7R,8S)-cis-7,8-epoxy-2-methyloctadecane in a total yield of 37.8%.
Key words: (+)-disparlure, L-proline-catalyzed aldol reaction, Baeyer-Villiger oxidation, Wittig olefination
ZHANG Chao-Xin; DA Shi-Jun; ZHANG Hua-Bing; SUN Bin; LI Ying. Asymmetric Total Synthesis of (+)-Disparlure: (+)-(7R,8S)-cis-7,8- ep-oxy-2-methyloctadecane[J]. Acta Chimica Sinica, 2007, 65(21): 2433-2436.
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