()-(S)-Nakinadine B: first asymmetric synthesisElectronic supplementary information (ESI) available: Experimental procedures, characterisation data, copies of 1H and 13C NMR spectra, and crystallographic data (CCDC 890293). For ESI and crystallographic data in CIF or other electronic format see DOI: 10.1039/c2cc34808j
()-( S )-Nakinadine B has been synthesized for the first time (in 9 steps and 17% overall yield from commercially available atropic acid) using the conjugate addition of lithium dibenzyl-amide to an N --phenylacryloyl SuperQuat derivative with in situ diastereoselective enolate protonation as the ke...
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Format: | Artikel |
Sprache: | eng |
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Zusammenfassung: | ()-(
S
)-Nakinadine B has been synthesized for the first time (in 9 steps and 17% overall yield from commercially available atropic acid) using the conjugate addition of lithium dibenzyl-amide to an
N
--phenylacryloyl SuperQuat derivative with
in situ
diastereoselective enolate protonation as the key step.
The -amino acid natural product ()-(
S
)-nakinadine B was synthesized in 9 steps and 17% overall yield from commercially available atropic acid. |
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ISSN: | 1359-7345 1364-548X |
DOI: | 10.1039/c2cc34808j |