doi: 10.1021/ol071173x.
Epub 2007 Jul 21.
Synthesis of (+/-)-3H-epivincamine via a Rh(II)-triggered cyclization/cycloaddition cascade
Affiliations
- PMID: 17658832
- PMCID: PMC2587099
- DOI: 10.1021/ol071173x
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Synthesis of (+/-)-3H-epivincamine via a Rh(II)-triggered cyclization/cycloaddition cascade
Org Lett.
.
Erratum in
- Org Lett. 2007 Sep 27;9(20):4085
Abstract
A synthesis of (+/-)-3H-epivincamine is reported. Important steps include (1) a Rh(II)-catalyzed intramolecular [3+2]-cycloaddition of an alpha-diazo indolo amide, (2) a reductive ring opening of the cycloadduct, (3) a decarboethoxylation reaction, and (4) a base-induced keto-amide ring contraction.
Figures
Common Pentacyclic Framework of Vinca Alkaloid Family
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