A removable auxiliary for amidomercuration reactions: The stereoselective preparation of substituted n-acyl pyrrolidines and piperidines

James M. Takacs; Mark A. Helle; Fusao Takusagawa

doi:10.1016/S0040-4039(00)70687-3

A removable auxiliary for amidomercuration reactions: The stereoselective preparation of substituted n-acyl pyrrolidines and piperidines

James M. Takacs, Mark A. Helle, Fusao Takusagawa

Chemistry

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

22 Scopus citations

Abstract

Salicylamide condenses with γ,δ- or δ,ε-unsaturated aldehydes to give cyclic amidals which readily undergo diastereoselective mercury(II)-mediated amidocyclization. The resulting products serve as versatile intermediates for further elaboration as nitrogen heterocycles.

Original language	English (US)
Pages (from-to)	7321-7324
Number of pages	4
Journal	Tetrahedron Letters
Volume	30
Issue number	52
DOIs	https://doi.org/10.1016/S0040-4039(00)70687-3
State	Published - 1989

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

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10.1016/S0040-4039(00)70687-3

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title = "A removable auxiliary for amidomercuration reactions: The stereoselective preparation of substituted n-acyl pyrrolidines and piperidines",

abstract = "Salicylamide condenses with γ,δ- or δ,ε-unsaturated aldehydes to give cyclic amidals which readily undergo diastereoselective mercury(II)-mediated amidocyclization. The resulting products serve as versatile intermediates for further elaboration as nitrogen heterocycles.",

author = "Takacs, {James M.} and Helle, {Mark A.} and Fusao Takusagawa",

year = "1989",

doi = "10.1016/S0040-4039(00)70687-3",

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pages = "7321--7324",

journal = "Tetrahedron Letters",

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T1 - A removable auxiliary for amidomercuration reactions

T2 - The stereoselective preparation of substituted n-acyl pyrrolidines and piperidines

AU - Takacs, James M.

AU - Helle, Mark A.

AU - Takusagawa, Fusao

PY - 1989

Y1 - 1989

N2 - Salicylamide condenses with γ,δ- or δ,ε-unsaturated aldehydes to give cyclic amidals which readily undergo diastereoselective mercury(II)-mediated amidocyclization. The resulting products serve as versatile intermediates for further elaboration as nitrogen heterocycles.

AB - Salicylamide condenses with γ,δ- or δ,ε-unsaturated aldehydes to give cyclic amidals which readily undergo diastereoselective mercury(II)-mediated amidocyclization. The resulting products serve as versatile intermediates for further elaboration as nitrogen heterocycles.

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U2 - 10.1016/S0040-4039(00)70687-3

DO - 10.1016/S0040-4039(00)70687-3

M3 - Article

AN - SCOPUS:0024852395

SN - 0040-4039

VL - 30

SP - 7321

EP - 7324

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 52

ER -

A removable auxiliary for amidomercuration reactions: The stereoselective preparation of substituted n-acyl pyrrolidines and piperidines

Abstract

ASJC Scopus subject areas

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