The use of π-allyltricarbonyliron lactone complexes in the synthesis of the β-lactone esterase inhibitor (-)-valilactone.

Roderick W. Bates; Rosalina Fernandez-Moro; Steven V. Ley

doi:10.1016/S0040-4020(01)80728-6

The use of π-allyltricarbonyliron lactone complexes in the synthesis of the β-lactone esterase inhibitor (-)-valilactone.

Roderick W. Bates^*, Rosalina Fernandez-Moro, Steven V. Ley

^*Corresponding author for this work

Imperial College London

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

59 Citations (Scopus)

Abstract

A concise synthesis of the β-lactone esterase inhibitor valilactone (1) is reported. This synthesis employs the stereoselctive preparation of a π-allyltricarbonyliron lactone complex (7) that on oxidation with ceric ammonium nitrate, affords an appropriately substituted β-lactone (9) which was transformed to (1).

Original language	English
Pages (from-to)	9929-9938
Number of pages	10
Journal	Tetrahedron
Volume	47
Issue number	47
DOIs	https://doi.org/10.1016/S0040-4020(01)80728-6
Publication status	Published - Dec 2 1991
Externally published	Yes

ASJC Scopus Subject Areas

Biochemistry
Drug Discovery
Organic Chemistry

Keywords

esterase inhibitor: β-lactone.
Iron complexes

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10.1016/S0040-4020(01)80728-6

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abstract = "A concise synthesis of the β-lactone esterase inhibitor valilactone (1) is reported. This synthesis employs the stereoselctive preparation of a π-allyltricarbonyliron lactone complex (7) that on oxidation with ceric ammonium nitrate, affords an appropriately substituted β-lactone (9) which was transformed to (1).",

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AU - Bates, Roderick W.

AU - Fernandez-Moro, Rosalina

AU - Ley, Steven V.

PY - 1991/12/2

Y1 - 1991/12/2

N2 - A concise synthesis of the β-lactone esterase inhibitor valilactone (1) is reported. This synthesis employs the stereoselctive preparation of a π-allyltricarbonyliron lactone complex (7) that on oxidation with ceric ammonium nitrate, affords an appropriately substituted β-lactone (9) which was transformed to (1).

AB - A concise synthesis of the β-lactone esterase inhibitor valilactone (1) is reported. This synthesis employs the stereoselctive preparation of a π-allyltricarbonyliron lactone complex (7) that on oxidation with ceric ammonium nitrate, affords an appropriately substituted β-lactone (9) which was transformed to (1).

KW - esterase inhibitor: β-lactone.

KW - Iron complexes

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U2 - 10.1016/S0040-4020(01)80728-6

DO - 10.1016/S0040-4020(01)80728-6

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JO - Tetrahedron

JF - Tetrahedron

IS - 47

ER -

The use of π-allyltricarbonyliron lactone complexes in the synthesis of the β-lactone esterase inhibitor (-)-valilactone.

Abstract

ASJC Scopus Subject Areas

Keywords

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