Asymmetric Total Synthesis of Fawcettimine-Type Lycopodium Alkaloid, Lycopoclavamine-A.

Alkaloids / chemical synthesis Chemistry Techniques, Synthetic Lycopodium / chemistry Stereoisomerism

Journal

The Journal of organic chemistry
ISSN: 1520-6904
Titre abrégé: J Org Chem
Pays: United States
ID NLM: 2985193R

Informations de publication

Date de publication:
03 05 2019
Historique:
pubmed: 29 3 2019
medline: 3 7 2020
entrez: 29 3 2019
Statut: ppublish

Résumé

An asymmetric total synthesis of lycopoclavamine-A (1), a structurally unique fawcettimine-type Lycopodium alkaloid, was achieved via a stereoselective Pauson-Khand reaction and a stereoselective conjugate addition to construct a quaternary carbon center at C-12.

Identifiants

DOI: 10.1021/acs.joc.9b00586 PMID: 30919625
pubmed: 30919625
doi: 10.1021/acs.joc.9b00586
doi:

Substances chimiques

Alkaloids 0
fawcettimine 0

Types de publication

Journal Article Research Support, Non-U.S. Gov't

Langues

eng

Sous-ensembles de citation

IM

Pagination

5645-5654

Auteurs

Hiroki Kaneko (H)

Graduate School of Pharmaceutical Sciences , Chiba University , 1-8-1 Inohana , Chuo-ku, Chiba 260-8675 , Japan.

Shunsuke Takahashi (S)

Graduate School of Pharmaceutical Sciences , Chiba University , 1-8-1 Inohana , Chuo-ku, Chiba 260-8675 , Japan.

Noriyuki Kogure (N)

Graduate School of Pharmaceutical Sciences , Chiba University , 1-8-1 Inohana , Chuo-ku, Chiba 260-8675 , Japan.

Mariko Kitajima (M)

Graduate School of Pharmaceutical Sciences , Chiba University , 1-8-1 Inohana , Chuo-ku, Chiba 260-8675 , Japan.

Hiromitsu Takayama (H)

Graduate School of Pharmaceutical Sciences , Chiba University , 1-8-1 Inohana , Chuo-ku, Chiba 260-8675 , Japan.
ORCID: 0000-0003-3155-2214

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Classifications MeSH

questionsmedicales.fr › Composés hétérocycliques › Alcaloïdes › Asymmetric Total Synthesis of...
questionsmedicales.fr › Technologie, industrie et agriculture › Technologie › Technologie pharmaceutique › Techniques de chimie synthétique › Asymmetric Total Synthesis of...
questionsmedicales.fr › Eucaryotes › Viridiplantae › Streptophyta › Embryophyta › Lycopodiaceae › Lycopodium › Asymmetric Total Synthesis of...
questionsmedicales.fr › Phénomènes chimiques › Phénomènes de chimie organique › Isomérie › Stéréoisomérie › Asymmetric Total Synthesis of...