The synthesis of chiral annulet 1,4,7-triazacyclononanes

G. Argouarch; C.L. Gibson; G. Stones; D.C. Sherrington

doi:10.1016/S0040-4039(02)00705-0

The synthesis of chiral annulet 1,4,7-triazacyclononanes

G. Argouarch, C.L. Gibson, G. Stones, D.C. Sherrington

Pure And Applied Chemistry

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

43 Citations (Scopus)

Abstract

Novel and flexible routes for the synthesis of chiral ring annulet 2,6-disubstituted 1,4,7-trimethyl-1,4,7-triazamacrocycles are described. Efficient macrocyclisations were realised provided that chiral analogues of N,N-bis-[2-(toluene-sulfonyl-amino)ethyl]-toluene-4-sulfonamide were used as the nueleophilic components. Complexes prepared, in situ, from these 2,6-disubstituted 1,4,7-timethyl-1,4,7-triazamacrocycles and manganese(II) catalysed the asymmetric epoxidation of styrene with hydrogen peroxide.

Original language	English
Pages (from-to)	3795-3798
Number of pages	3
Journal	Tetrahedron Letters
Volume	43
Issue number	21
DOIs	https://doi.org/10.1016/S0040-4039(02)00705-0
Publication status	Published - 20 May 2002

Keywords

asymmetric synthesis
epoxidation
polyamines

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10.1016/S0040-4039(02)00705-0

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abstract = "Novel and flexible routes for the synthesis of chiral ring annulet 2,6-disubstituted 1,4,7-trimethyl-1,4,7-triazamacrocycles are described. Efficient macrocyclisations were realised provided that chiral analogues of N,N-bis-[2-(toluene-sulfonyl-amino)ethyl]-toluene-4-sulfonamide were used as the nueleophilic components. Complexes prepared, in situ, from these 2,6-disubstituted 1,4,7-timethyl-1,4,7-triazamacrocycles and manganese(II) catalysed the asymmetric epoxidation of styrene with hydrogen peroxide.",

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T1 - The synthesis of chiral annulet 1,4,7-triazacyclononanes

AU - Argouarch, G.

AU - Gibson, C.L.

AU - Stones, G.

AU - Sherrington, D.C.

PY - 2002/5/20

Y1 - 2002/5/20

N2 - Novel and flexible routes for the synthesis of chiral ring annulet 2,6-disubstituted 1,4,7-trimethyl-1,4,7-triazamacrocycles are described. Efficient macrocyclisations were realised provided that chiral analogues of N,N-bis-[2-(toluene-sulfonyl-amino)ethyl]-toluene-4-sulfonamide were used as the nueleophilic components. Complexes prepared, in situ, from these 2,6-disubstituted 1,4,7-timethyl-1,4,7-triazamacrocycles and manganese(II) catalysed the asymmetric epoxidation of styrene with hydrogen peroxide.

AB - Novel and flexible routes for the synthesis of chiral ring annulet 2,6-disubstituted 1,4,7-trimethyl-1,4,7-triazamacrocycles are described. Efficient macrocyclisations were realised provided that chiral analogues of N,N-bis-[2-(toluene-sulfonyl-amino)ethyl]-toluene-4-sulfonamide were used as the nueleophilic components. Complexes prepared, in situ, from these 2,6-disubstituted 1,4,7-timethyl-1,4,7-triazamacrocycles and manganese(II) catalysed the asymmetric epoxidation of styrene with hydrogen peroxide.

KW - asymmetric synthesis

KW - epoxidation

KW - polyamines

UR - http://dx.doi.org/10.1016/S0040-4039(02)00705-0

U2 - 10.1016/S0040-4039(02)00705-0

DO - 10.1016/S0040-4039(02)00705-0

M3 - Article

SN - 0040-4039

VL - 43

SP - 3795

EP - 3798

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 21

ER -

The synthesis of chiral annulet 1,4,7-triazacyclononanes

Abstract

Keywords

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