Synthesis ofS-(+)-methoprene

…, RY Kharisov, EP Serebryakov, GA Tolstikov

Index: Odinokov, V. N.; Ishmuratov, G. Yu.; Kharisov, R. Ya.; Serebryakov, E. P.; Tolstikov, G. A. Russian Chemical Bulletin, 1993 , vol. 42, # 1 p. 98 - 99 Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, 1993 , # 1 p. 108 - 109

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Citation Number: 5

Abstract

Abstract An optically active juvenile hormone analogue, S-(+)-methoprene (1), is synthesized in six steps from technical grade S-(+)-3, 7-dimethyl-1, 6-octadiene (“(+)- dihydromyrcene”, ee− 50%) by a novel procedure which begins with selective hydroalumination-oxidation to give S-(-)-citronellol. This alcohol is oxidized to give S-(-)- citronellal which on reaction with allylmagnesium chloride affords 6 S, 10-dimethyl-1, 9- ...