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

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

15 Citations (SciVal)

225 Downloads (Pure)

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

Access to Document

10.1021/ol2012023

Bull_OrgLett_2011_13_14_3592.pdf
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
Accepted author manuscript, 9.51 MB

Cite this

@article{6534103febb94d8da6c4c5a238cdee62,

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.",

author = "Jennifer Peed and Dominguez, {I P} and Davies, {Iwan R} and M Cheeseman and Taylor, {James E} and Gabriele Kociok-Kohn and Bull, {Steven D}",

year = "2011",

month = jul,

day = "15",

doi = "10.1021/ol2012023",

language = "English",

volume = "13",

pages = "3592--3595",

journal = "Organic Letters",

issn = "1523-7060",

publisher = "American Chemical Society",

number = "14",

}

TY - JOUR

T1 - Asymmetric synthesis of chiral delta-lactones containing multiple contiguous stereocenters

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 - http://www.scopus.com/inward/record.url?scp=79960154365&partnerID=8YFLogxK

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

U2 - 10.1021/ol2012023

DO - 10.1021/ol2012023

M3 - Article

SN - 1523-7060

VL - 13

SP - 3592

EP - 3595

JO - Organic Letters

JF - Organic Letters

IS - 14

ER -

Asymmetric synthesis of chiral delta-lactones containing multiple contiguous stereocenters

Abstract

Access to Document

Other files and links

Fingerprint

Cite this