Formal synthesis of chelamidine alkaloids and their derivatives

Rui Qi Li; Yu He; Yao Ding; Chee Kiat Ang; Jie Sheng Tian; Teck Peng Loh

doi:10.1039/c7cc09875h

Formal synthesis of chelamidine alkaloids and their derivatives

Rui Qi Li, Yu He, Yao Ding, Chee Kiat Ang, Jie Sheng Tian, Teck Peng Loh

School of Chemistry and Moleculai Engineering

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

5 Scopus citations

Abstract

A concise two-step operation of α-amination of aldehydes and subsequent Friedel-Crafts/Prins-type cyclization towards accessing tetrahydrobenzo[c]phenanthridine and related structures was developed. The reaction displayed a broad substrate scope and good tolerance to a variety of substituents such as different aromatic heterocyclic rings. In addition, the effectiveness of this protocol was also demonstrated in the formal synthesis of homochelidonine and chelamidine.

Original language	English
Pages (from-to)	3150-3153
Number of pages	4
Journal	Chemical Communications
Volume	54
Issue number	25
DOIs	https://doi.org/10.1039/c7cc09875h
State	Published - 2018

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abstract = "A concise two-step operation of α-amination of aldehydes and subsequent Friedel-Crafts/Prins-type cyclization towards accessing tetrahydrobenzo[c]phenanthridine and related structures was developed. The reaction displayed a broad substrate scope and good tolerance to a variety of substituents such as different aromatic heterocyclic rings. In addition, the effectiveness of this protocol was also demonstrated in the formal synthesis of homochelidonine and chelamidine.",

author = "Li, {Rui Qi} and Yu He and Yao Ding and Ang, {Chee Kiat} and Tian, {Jie Sheng} and Loh, {Teck Peng}",

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T1 - Formal synthesis of chelamidine alkaloids and their derivatives

AU - Li, Rui Qi

AU - He, Yu

AU - Ding, Yao

AU - Ang, Chee Kiat

AU - Tian, Jie Sheng

AU - Loh, Teck Peng

N1 - Publisher Copyright: © The Royal Society of Chemistry.

PY - 2018

Y1 - 2018

N2 - A concise two-step operation of α-amination of aldehydes and subsequent Friedel-Crafts/Prins-type cyclization towards accessing tetrahydrobenzo[c]phenanthridine and related structures was developed. The reaction displayed a broad substrate scope and good tolerance to a variety of substituents such as different aromatic heterocyclic rings. In addition, the effectiveness of this protocol was also demonstrated in the formal synthesis of homochelidonine and chelamidine.

AB - A concise two-step operation of α-amination of aldehydes and subsequent Friedel-Crafts/Prins-type cyclization towards accessing tetrahydrobenzo[c]phenanthridine and related structures was developed. The reaction displayed a broad substrate scope and good tolerance to a variety of substituents such as different aromatic heterocyclic rings. In addition, the effectiveness of this protocol was also demonstrated in the formal synthesis of homochelidonine and chelamidine.

UR - http://www.scopus.com/inward/record.url?scp=85044299209&partnerID=8YFLogxK

U2 - 10.1039/c7cc09875h

DO - 10.1039/c7cc09875h

M3 - 文章

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AN - SCOPUS:85044299209

SN - 1359-7345

VL - 54

SP - 3150

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JO - Chemical Communications

JF - Chemical Communications

IS - 25

ER -

Formal synthesis of chelamidine alkaloids and their derivatives

Abstract

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