Novel polyene cyclisation routes to the acyl tetronic acid ionophore tetronasin (ICI M139603)

Geert Jan Boons; Ian C. Lennon; Steven V. Ley; Elaine S.E. Owen; James Staunton; David J. Wadsworth

doi:10.1016/S0040-4039(00)76543-9

Novel polyene cyclisation routes to the acyl tetronic acid ionophore tetronasin (ICI M139603)

Geert Jan Boons^*
, Ian C. Lennon
, Steven V. Ley
, Elaine S.E. Owen
, James Staunton
, David J. Wadsworth

^*Corresponding author for this work

Imperial College London
University of Cambridge
extern

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

Abstract

An approach to the total synthesis of the ionophore antibiotic tetronasin (1) is reported, in which the key step is a novel base catalysed cascade cyslisation of an activated polyene (2). This establishes two rings and four stereogenic centres in one step. A related polyene (16) has been cyclised in a similar fashion, illustrating the generality of the procedure.

Original language	English
Pages (from-to)	323-326
Number of pages	4
Journal	Tetrahedron Letters
Volume	35
Issue number	2
DOIs	https://doi.org/10.1016/S0040-4039(00)76543-9
Publication status	Published - 10 Jan 1994
Externally published	Yes

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abstract = "An approach to the total synthesis of the ionophore antibiotic tetronasin (1) is reported, in which the key step is a novel base catalysed cascade cyslisation of an activated polyene (2). This establishes two rings and four stereogenic centres in one step. A related polyene (16) has been cyclised in a similar fashion, illustrating the generality of the procedure.",

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AU - Boons, Geert Jan

AU - Lennon, Ian C.

AU - Ley, Steven V.

AU - Owen, Elaine S.E.

AU - Staunton, James

AU - Wadsworth, David J.

PY - 1994/1/10

Y1 - 1994/1/10

N2 - An approach to the total synthesis of the ionophore antibiotic tetronasin (1) is reported, in which the key step is a novel base catalysed cascade cyslisation of an activated polyene (2). This establishes two rings and four stereogenic centres in one step. A related polyene (16) has been cyclised in a similar fashion, illustrating the generality of the procedure.

AB - An approach to the total synthesis of the ionophore antibiotic tetronasin (1) is reported, in which the key step is a novel base catalysed cascade cyslisation of an activated polyene (2). This establishes two rings and four stereogenic centres in one step. A related polyene (16) has been cyclised in a similar fashion, illustrating the generality of the procedure.

UR - https://www.scopus.com/pages/publications/0028078685

U2 - 10.1016/S0040-4039(00)76543-9

DO - 10.1016/S0040-4039(00)76543-9

M3 - Article

AN - SCOPUS:0028078685

SN - 0040-4039

VL - 35

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EP - 326

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 2

ER -

Novel polyene cyclisation routes to the acyl tetronic acid ionophore tetronasin (ICI M139603)

Abstract

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