Asymmetric synthesis of chiral delta-lactones containing multiple contiguous stereocenters

Jennifer Peed; I P Dominguez; Iwan R Davies; M Cheeseman; James E Taylor; Gabriele Kociok-Kohn; Steven D Bull

doi:10.1021/ol2012023

Asymmetric synthesis of chiral delta-lactones containing multiple contiguous stereocenters

Jennifer Peed, I P Dominguez, Iwan R Davies, M Cheeseman, James E Taylor, Gabriele Kociok-Kohn, Steven D Bull

Department of Chemistry

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Abstract

A versatile methodology for the asymmetric synthesis of chiral delta-lactones containing multiple contiguous stereocenters has been developed that relies on a series of Evans' aldol, hydroxyl-directed cyclopropanation, methanolysis, and Hg(II) mediated cyclopropane ring-opening reactions for stereocontrol.

Original language	English
Pages (from-to)	3592-3595
Number of pages	4
Journal	Organic Letters
Volume	13
Issue number	14
DOIs	https://doi.org/10.1021/ol2012023
Publication status	Published - 15 Jul 2011

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This document is the Accepted Manuscript version of a Published Work that appeared in final form in Organic Letters, copyright © American Chemical Society after peer review and technical editing by the publisher. To access the final edited and published work see http://dx.doi.org/10.1021/ol2012023
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title = "Asymmetric synthesis of chiral delta-lactones containing multiple contiguous stereocenters",

abstract = "A versatile methodology for the asymmetric synthesis of chiral delta-lactones containing multiple contiguous stereocenters has been developed that relies on a series of Evans' aldol, hydroxyl-directed cyclopropanation, methanolysis, and Hg(II) mediated cyclopropane ring-opening reactions for stereocontrol.",

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AU - Peed, Jennifer

AU - Dominguez, I P

AU - Davies, Iwan R

AU - Cheeseman, M

AU - Taylor, James E

AU - Kociok-Kohn, Gabriele

AU - Bull, Steven D

PY - 2011/7/15

Y1 - 2011/7/15

N2 - A versatile methodology for the asymmetric synthesis of chiral delta-lactones containing multiple contiguous stereocenters has been developed that relies on a series of Evans' aldol, hydroxyl-directed cyclopropanation, methanolysis, and Hg(II) mediated cyclopropane ring-opening reactions for stereocontrol.

AB - A versatile methodology for the asymmetric synthesis of chiral delta-lactones containing multiple contiguous stereocenters has been developed that relies on a series of Evans' aldol, hydroxyl-directed cyclopropanation, methanolysis, and Hg(II) mediated cyclopropane ring-opening reactions for stereocontrol.

UR - https://www.scopus.com/pages/publications/79960154365

UR - http://dx.doi.org/10.1021/ol2012023

U2 - 10.1021/ol2012023

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SP - 3592

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JO - Organic Letters

JF - Organic Letters

IS - 14

ER -

Asymmetric synthesis of chiral delta-lactones containing multiple contiguous stereocenters

Abstract

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