A highly regioselective indium-mediated allylation of pyridine derivatives: Synthesis of (±)-dihydropinidine from pyridine

Teck Peng Loh; Pek Ling Lye; Rui Bin Wang; Keng Yeow Sim

doi:10.1016/S0040-4039(00)01332-0

A highly regioselective indium-mediated allylation of pyridine derivatives: Synthesis of (±)-dihydropinidine from pyridine

Teck Peng Loh, Pek Ling Lye, Rui Bin Wang, Keng Yeow Sim

National University of Singapore

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

35 Citations (Scopus)

Abstract

The preparation of various 1-acyl-1,2-dihydropyridines with high regioselectivity by indium-mediated allylation of the corresponding 1-acylpyridinium salts is demonstrated. This is applied to the synthesis of (±)-dihydropinidines.

Original language	English
Pages (from-to)	7779-7783
Number of pages	5
Journal	Tetrahedron Letters
Volume	41
Issue number	40
DOIs	https://doi.org/10.1016/S0040-4039(00)01332-0
Publication status	Published - Sept 30 2000
Externally published	Yes

ASJC Scopus Subject Areas

Biochemistry
Drug Discovery
Organic Chemistry

Keywords

(±)-dihydropinidine
1,2-dihydropyridines
Allylation
High regioselectivity
Indium

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10.1016/S0040-4039(00)01332-0

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title = "A highly regioselective indium-mediated allylation of pyridine derivatives: Synthesis of (±)-dihydropinidine from pyridine",

abstract = "The preparation of various 1-acyl-1,2-dihydropyridines with high regioselectivity by indium-mediated allylation of the corresponding 1-acylpyridinium salts is demonstrated. This is applied to the synthesis of (±)-dihydropinidines.",

keywords = "(±)-dihydropinidine, 1,2-dihydropyridines, Allylation, High regioselectivity, Indium",

author = "Loh, {Teck Peng} and Lye, {Pek Ling} and Wang, {Rui Bin} and Sim, {Keng Yeow}",

year = "2000",

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doi = "10.1016/S0040-4039(00)01332-0",

language = "English",

volume = "41",

pages = "7779--7783",

journal = "Tetrahedron Letters",

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T1 - A highly regioselective indium-mediated allylation of pyridine derivatives

T2 - Synthesis of (±)-dihydropinidine from pyridine

AU - Loh, Teck Peng

AU - Lye, Pek Ling

AU - Wang, Rui Bin

AU - Sim, Keng Yeow

PY - 2000/9/30

Y1 - 2000/9/30

N2 - The preparation of various 1-acyl-1,2-dihydropyridines with high regioselectivity by indium-mediated allylation of the corresponding 1-acylpyridinium salts is demonstrated. This is applied to the synthesis of (±)-dihydropinidines.

AB - The preparation of various 1-acyl-1,2-dihydropyridines with high regioselectivity by indium-mediated allylation of the corresponding 1-acylpyridinium salts is demonstrated. This is applied to the synthesis of (±)-dihydropinidines.

KW - (±)-dihydropinidine

KW - 1,2-dihydropyridines

KW - Allylation

KW - High regioselectivity

KW - Indium

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U2 - 10.1016/S0040-4039(00)01332-0

DO - 10.1016/S0040-4039(00)01332-0

M3 - Article

AN - SCOPUS:0034734604

SN - 0040-4039

VL - 41

SP - 7779

EP - 7783

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 40

ER -

A highly regioselective indium-mediated allylation of pyridine derivatives: Synthesis of (±)-dihydropinidine from pyridine

Abstract

ASJC Scopus Subject Areas

Keywords

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