Abstract
An efficient and flexible synthesis of poison-frog alkaloids 251O and trans-223B has been achieved by using for both alkaloids an enantiodivergent process starting from the common lactam 1. The relative stereochemistry of 251O and trans-223B was determined to be 7 (R = n-C(7)H(15), R' = n-Pr) and 14 by the present enantioselective synthesis.
Publication types
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Research Support, N.I.H., Intramural
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Research Support, Non-U.S. Gov't
MeSH terms
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Alkaloids / chemical synthesis*
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Alkaloids / chemistry
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Alkenes / chemistry
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Animals
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Chemistry, Organic / methods*
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Chromatography, Gas / methods
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Drug Design
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Kinetics
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Models, Chemical
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Poisons / chemistry
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Pyrroles / chemistry
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Pyrrolizidine Alkaloids / chemistry*
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Ranidae
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Spectroscopy, Fourier Transform Infrared / methods
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Stereoisomerism
Substances
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Alkaloids
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Alkenes
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Poisons
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Pyrroles
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Pyrrolizidine Alkaloids
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xenovenine