An efficient synthetic approach to cyanocycline A and bioxalomycin β2 via [C+NC+CC] coupling

H. Ümit Kaniskan; Philip Garner

doi:10.1021/ja077853c

An efficient synthetic approach to cyanocycline A and bioxalomycin β2 via [C+NC+CC] coupling

H. Ümit Kaniskan
, Philip Garner

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

38 Scopus citations

Abstract

The Ag^I catalyzed [C+NC+CC] coupling reaction of a 2,3-bisaminoaldehyde 5, l-glycyl sultam 6, and methyl acrylate provides highly functionalized pyrrolidine 7, the key intermediate in an efficient synthetic approach to the cyanocycline and bioxalomycin families of natural products. This powerful multicomponent reaction-based strategy reduces the number of steps needed to make these complex targets by more than one-third and paves the way for biological and biochemical evaluation of this natural product family.

Original language	English
Pages (from-to)	15460-15461
Number of pages	2
Journal	Journal of the American Chemical Society
Volume	129
Issue number	50
DOIs	https://doi.org/10.1021/ja077853c
State	Published - 19 Dec 2007
Externally published	Yes

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10.1021/ja077853c

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title = "An efficient synthetic approach to cyanocycline A and bioxalomycin β2 via [C+NC+CC] coupling",

abstract = "The AgI catalyzed [C+NC+CC] coupling reaction of a 2,3-bisaminoaldehyde 5, l-glycyl sultam 6, and methyl acrylate provides highly functionalized pyrrolidine 7, the key intermediate in an efficient synthetic approach to the cyanocycline and bioxalomycin families of natural products. This powerful multicomponent reaction-based strategy reduces the number of steps needed to make these complex targets by more than one-third and paves the way for biological and biochemical evaluation of this natural product family.",

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year = "2007",

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T1 - An efficient synthetic approach to cyanocycline A and bioxalomycin β2 via [C+NC+CC] coupling

AU - Kaniskan, H. Ümit

AU - Garner, Philip

PY - 2007/12/19

Y1 - 2007/12/19

N2 - The AgI catalyzed [C+NC+CC] coupling reaction of a 2,3-bisaminoaldehyde 5, l-glycyl sultam 6, and methyl acrylate provides highly functionalized pyrrolidine 7, the key intermediate in an efficient synthetic approach to the cyanocycline and bioxalomycin families of natural products. This powerful multicomponent reaction-based strategy reduces the number of steps needed to make these complex targets by more than one-third and paves the way for biological and biochemical evaluation of this natural product family.

AB - The AgI catalyzed [C+NC+CC] coupling reaction of a 2,3-bisaminoaldehyde 5, l-glycyl sultam 6, and methyl acrylate provides highly functionalized pyrrolidine 7, the key intermediate in an efficient synthetic approach to the cyanocycline and bioxalomycin families of natural products. This powerful multicomponent reaction-based strategy reduces the number of steps needed to make these complex targets by more than one-third and paves the way for biological and biochemical evaluation of this natural product family.

UR - https://www.scopus.com/pages/publications/37849035988

U2 - 10.1021/ja077853c

DO - 10.1021/ja077853c

M3 - Article

C2 - 18034496

AN - SCOPUS:37849035988

SN - 0002-7863

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SP - 15460

EP - 15461

JO - Journal of the American Chemical Society

JF - Journal of the American Chemical Society

IS - 50

ER -

An efficient synthetic approach to cyanocycline A and bioxalomycin β2 via [C+NC+CC] coupling

Abstract

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