A new synthesis of chiral aminoalkyloxazolecarboxylate esters from isoxazol-5(2H)-ones: The synthesis of almazoles A and B

Jabbar Khalafy; Carina E Svensson; Rolf H Prager; Craig M Williams

doi:10.1016/S0040-4039(98)01014-4

A new synthesis of chiral aminoalkyloxazolecarboxylate esters from isoxazol-5(2H)-ones: The synthesis of almazoles A and B

Jabbar Khalafy, Carina E Svensson, Rolf H Prager, Craig M Williams

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18 Citations (Scopus)

Abstract

2-(1-Aminoalkyl)oxazole-4 and 5-carboxylates are available, without detectable racemisation, by a sequence involving N-acylation of isoxazol-5(2H)one carboxylates with phthalimidoamino acids, photolysis of the acylated product, and hydrazinolysis. An application of the procedure to the synthesis of almazole A and B is described.

Original language	English
Pages (from-to)	5405-5408
Number of pages	4
Journal	Tetrahedron Letters
Volume	39
Issue number	30
DOIs	https://doi.org/10.1016/S0040-4039(98)01014-4
Publication status	Published - 23 Jul 1998

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title = "A new synthesis of chiral aminoalkyloxazolecarboxylate esters from isoxazol-5(2H)-ones: The synthesis of almazoles A and B",

abstract = "2-(1-Aminoalkyl)oxazole-4 and 5-carboxylates are available, without detectable racemisation, by a sequence involving N-acylation of isoxazol-5(2H)one carboxylates with phthalimidoamino acids, photolysis of the acylated product, and hydrazinolysis. An application of the procedure to the synthesis of almazole A and B is described.",

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T1 - A new synthesis of chiral aminoalkyloxazolecarboxylate esters from isoxazol-5(2H)-ones

T2 - The synthesis of almazoles A and B

AU - Khalafy, Jabbar

AU - Svensson, Carina E

AU - Prager, Rolf H

AU - Williams, Craig M

PY - 1998/7/23

Y1 - 1998/7/23

N2 - 2-(1-Aminoalkyl)oxazole-4 and 5-carboxylates are available, without detectable racemisation, by a sequence involving N-acylation of isoxazol-5(2H)one carboxylates with phthalimidoamino acids, photolysis of the acylated product, and hydrazinolysis. An application of the procedure to the synthesis of almazole A and B is described.

AB - 2-(1-Aminoalkyl)oxazole-4 and 5-carboxylates are available, without detectable racemisation, by a sequence involving N-acylation of isoxazol-5(2H)one carboxylates with phthalimidoamino acids, photolysis of the acylated product, and hydrazinolysis. An application of the procedure to the synthesis of almazole A and B is described.

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U2 - 10.1016/S0040-4039(98)01014-4

DO - 10.1016/S0040-4039(98)01014-4

M3 - Article

AN - SCOPUS:0032560711

SN - 0040-4039

VL - 39

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JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 30

ER -

A new synthesis of chiral aminoalkyloxazolecarboxylate esters from isoxazol-5(2H)-ones: The synthesis of almazoles A and B

Abstract

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