Ammonium Chloride Promoted Three-Component Synthesis of 5-Iminooxazoline and its Subsequent Transformation to Macrocyclodepsipeptide

Tracey PIRALI; Gian Cesare TRON; G MASSON; J. ZHU

doi:10.1021/ol7024372

Ammonium Chloride Promoted Three-Component Synthesis of 5-Iminooxazoline and its Subsequent Transformation to Macrocyclodepsipeptide

Tracey PIRALI, Gian Cesare TRON, G MASSON, J. ZHU

Department of Pharmaceutical Sciences

Research output: Contribution to journal › Article

Abstract

(Chemical Equation Presented) A three-component reaction of an α,α-disubstituted α-isocyanoacetamide, an aldehyde and an amino alcohol afforded the 5-iminooxazoline, which, upon saponification, cyclized under acidic conditions to provide the macrocyclodepsipeptide in good overall yield.

Original language	English
Pages (from-to)	5275-5278
Number of pages	4
Journal	Organic Letters
Volume	9
DOIs	https://doi.org/10.1021/ol7024372
Publication status	Published - 2007

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10.1021/ol7024372

http://hdl.handle.net/11579/30171

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@article{ef25b6caa56d48f886306ec71e6d94a9,

title = "Ammonium Chloride Promoted Three-Component Synthesis of 5-Iminooxazoline and its Subsequent Transformation to Macrocyclodepsipeptide",

abstract = "(Chemical Equation Presented) A three-component reaction of an α,α-disubstituted α-isocyanoacetamide, an aldehyde and an amino alcohol afforded the 5-iminooxazoline, which, upon saponification, cyclized under acidic conditions to provide the macrocyclodepsipeptide in good overall yield.",

author = "Tracey PIRALI and TRON, {Gian Cesare} and G MASSON and J. ZHU",

year = "2007",

doi = "10.1021/ol7024372",

language = "English",

volume = "9",

pages = "5275--5278",

journal = "Organic Letters",

issn = "1523-7060",

publisher = "American Chemical Society",

}

TY - JOUR

T1 - Ammonium Chloride Promoted Three-Component Synthesis of 5-Iminooxazoline and its Subsequent Transformation to Macrocyclodepsipeptide

AU - PIRALI, Tracey

AU - TRON, Gian Cesare

AU - MASSON, G

AU - ZHU, J.

PY - 2007

Y1 - 2007

N2 - (Chemical Equation Presented) A three-component reaction of an α,α-disubstituted α-isocyanoacetamide, an aldehyde and an amino alcohol afforded the 5-iminooxazoline, which, upon saponification, cyclized under acidic conditions to provide the macrocyclodepsipeptide in good overall yield.

AB - (Chemical Equation Presented) A three-component reaction of an α,α-disubstituted α-isocyanoacetamide, an aldehyde and an amino alcohol afforded the 5-iminooxazoline, which, upon saponification, cyclized under acidic conditions to provide the macrocyclodepsipeptide in good overall yield.

UR - https://iris.uniupo.it/handle/11579/30171

U2 - 10.1021/ol7024372

DO - 10.1021/ol7024372

M3 - Article

SN - 1523-7060

VL - 9

SP - 5275

EP - 5278

JO - Organic Letters

JF - Organic Letters

ER -

Ammonium Chloride Promoted Three-Component Synthesis of 5-Iminooxazoline and its Subsequent Transformation to Macrocyclodepsipeptide

Abstract

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