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- W2028297504 abstract "Abstract The total synthesis of 3,4,5,6-tetradehydro-17-hydroxycorynanium [(+)− 4 ], the zwitterionic structure assigned to an alkaloid from Aspidosperma marcgravianum , has been accomplished for the first time via a “lactim ether route”. The route started with an initial condensation between the lactim ether [(+)]− 5 ] and 3-chloroacetylindole and proceeded through the lactam ester [(+)− 23 ], lactam alcohol [(+)− 24 ], acetoxylactam [(+)− 26 ], quaternary iminium salt [(+)− 25 ], and 3,4,5,6-tetradehydro-17-hydroxycorynanium perchlorate [(+)− 27 ]. The 1 H NMR spectral data and the sign of specific rotation for the synthetic (+)− 4 were in disagreement with those reported for a natural sample, leaving the chemistry of this A. marcgravianum alkaloid incomplete." @default.
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- W2028297504 date "1993-02-01" @default.
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- W2028297504 title "Quinolizidines. XXXII. A chiral synthesis of 3,4,5,6-tetradehydro-17-hydroxycorynanium, the zwitterionic structure assigned to an alkaloid from Aspidosperma marcgravianum" @default.
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- W2028297504 doi "https://doi.org/10.1016/s0040-4020(01)80544-5" @default.
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