Acta Chimica Sinica ›› 2007, Vol. 65 ›› Issue (21): 2433-2436.
ZHANG Chao-Xin; DA Shi-Jun; ZHANG Hua-Bing; SUN Bin; LI Ying
(＋)-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%.
L-proline-catalyzed aldol reaction,
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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