Stereoselective preparation of key intermediates for the synthesis of iso-, neuro- and phyto-prostane family members: inaugural asymmetric synthesis of 17-E 2c -dihomo- and 17-F 2c -dihomo-isoprostanes

Stereoselective preparation of key intermediates for the synthesis of iso-, neuro- and phyto-prostane family members: inaugural asymmetric synthesis of 17-E 2c -dihomo- and 17-F 2c -dihomo-isoprostanes

A practical methodology for the synthesis of key intermediates for isoprostane, neuroprostane and dihomo-isoprostane preparation has been described. The key strategy involved a three stage C-12 stereocenter inversion of the configuration of a Corey lactone, commercially available in an enantiopure f...

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Veröffentlicht in:Organic & biomolecular chemistry 2018-04, Vol.16 (14), p.2393-2396
Hauptverfasser: Gandini, Andrea, Amin, Ahmed A, Amin, Hawraz Ibrahim M, Corriero, Davide, Porta, Alessio, Zanoni, Giuseppe
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container_end_page 2396
container_issue 14
container_start_page 2393
container_title Organic & biomolecular chemistry
container_volume 16
creator Gandini, Andrea
Amin, Ahmed A
Amin, Hawraz Ibrahim M
Corriero, Davide
Porta, Alessio
Zanoni, Giuseppe
description A practical methodology for the synthesis of key intermediates for isoprostane, neuroprostane and dihomo-isoprostane preparation has been described. The key strategy involved a three stage C-12 stereocenter inversion of the configuration of a Corey lactone, commercially available in an enantiopure form. The key intermediate was then used to prepare 17-E2c-dihomo-isoprostane and 17-F2c-dihomo-isoprostane.
doi_str_mv 10.1039/C8OB00489G
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title Stereoselective preparation of key intermediates for the synthesis of iso-, neuro- and phyto-prostane family members: inaugural asymmetric synthesis of 17-E 2c -dihomo- and 17-F 2c -dihomo-isoprostanes
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