Citation: Hong Chun TANG, Dao Xiao HUANG, Yu Lin LI, Xu Bao DU, Hong Shou LIAN, Ji Sheng CHEN. SYNTHESIS OF 3-METHOXYCARBONYL -4-METHL-9-AZABICYCLO[4.2.1] NON-3-ENE AND 3-ACETYL-4-METHYL-9-AZABICYCLO[4.2.1]NON-3-ENE[J]. Chinese Chemical Letters, ;1993, 4(3): 191-194. shu

SYNTHESIS OF 3-METHOXYCARBONYL -4-METHL-9-AZABICYCLO[4.2.1] NON-3-ENE AND 3-ACETYL-4-METHYL-9-AZABICYCLO[4.2.1]NON-3-ENE

Institute of Pharmaceutical Chemistry of PLA;Beijing, 102205

Received Date: 10 August 1992

New bicyclic alkaloids. 3-methoxycarbonyl-4-methyl-9-azabicyclo[4.2.1]non-3-ene(Ⅱ)and 3-acetyl-4-methyl-9-azabicyclo[4.2.1]non-3-ene(Ⅲ).have been synthesized from tropinone through eight and ten steps.respectively.The key features of the synthsis are the cuprate coupling reaction of acyclic enol phpsphates at lower temperatures to achieve high stereoselectivity and de-N-methylation with 2,2,2-trichloroethoethoxycarhonyl chloride proceeded smoothly.
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