Synthetic Studies on Acochlearine: Construction of the A/B/C/E/F Ring System

Kosuke Fujioka; Naoya Miyamoto; Hiroki Toya; Kentaro Okano; Hidetoshi Tokuyama

doi:10.1055/s-0035-1560384

Synthetic Studies on Acochlearine: Construction of the A/B/C/E/F Ring System

Kosuke Fujioka, Naoya Miyamoto, Hiroki Toya, Kentaro Okano, Hidetoshi Tokuyama

PHA - Molecular Pharmaceutical Science

Research output: Contribution to journal › Article › peer-review

8 Citations (Scopus)

Abstract

Synthetic studies on acochlearine are described. The pentacyclic A/B/C/E/F ring system of acochlearine was constructed from a bicyclic enone via chemoselective reductive amination, one-pot bromination-intramolecular Mannich reaction cascade, and 6π-electrocyclization.

Original language	English
Article number	st-2015-u0774-l
Pages (from-to)	621-625
Number of pages	5
Journal	Synlett
Volume	27
Issue number	4
DOIs	https://doi.org/10.1055/s-0035-1560384
Publication status	Published - 2016 Mar 1

Keywords

C-H functionalization
Mannich reaction
alkaloids
domino reaction
halogenation
lactams

ASJC Scopus subject areas

Organic Chemistry

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abstract = "Synthetic studies on acochlearine are described. The pentacyclic A/B/C/E/F ring system of acochlearine was constructed from a bicyclic enone via chemoselective reductive amination, one-pot bromination-intramolecular Mannich reaction cascade, and 6π-electrocyclization.",

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author = "Kosuke Fujioka and Naoya Miyamoto and Hiroki Toya and Kentaro Okano and Hidetoshi Tokuyama",

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AU - Fujioka, Kosuke

AU - Miyamoto, Naoya

AU - Toya, Hiroki

AU - Okano, Kentaro

AU - Tokuyama, Hidetoshi

N1 - Publisher Copyright: © Georg Thieme Verlag Stuttgart New York.

PY - 2016/3/1

Y1 - 2016/3/1

N2 - Synthetic studies on acochlearine are described. The pentacyclic A/B/C/E/F ring system of acochlearine was constructed from a bicyclic enone via chemoselective reductive amination, one-pot bromination-intramolecular Mannich reaction cascade, and 6π-electrocyclization.

AB - Synthetic studies on acochlearine are described. The pentacyclic A/B/C/E/F ring system of acochlearine was constructed from a bicyclic enone via chemoselective reductive amination, one-pot bromination-intramolecular Mannich reaction cascade, and 6π-electrocyclization.

KW - C-H functionalization

KW - Mannich reaction

KW - alkaloids

KW - domino reaction

KW - halogenation

KW - lactams

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Synthetic Studies on Acochlearine: Construction of the A/B/C/E/F Ring System

Abstract

Keywords

ASJC Scopus subject areas

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