Parallel Kinetic Resolution of Intramolecular Furan Diels-Alder Cycloadducts via Asymmetric Hydroboration

Tamara Fulgheri; Philip Cornwall; Andrew R. Turner; Joseph B. Sweeney; Duncan M. Gill

doi:10.1002/ejoc.201901407

Parallel Kinetic Resolution of Intramolecular Furan Diels-Alder Cycloadducts via Asymmetric Hydroboration

Tamara Fulgheri, Philip Cornwall, Andrew R. Turner, Joseph B. Sweeney, Duncan M. Gill

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

5 Citations (Scopus)

Abstract

We report parallel kinetic resolution of intramolecular Diels-Alder cycloadducts, where up to five stereocentres are defined using asymmetric hydroboration as the enantiodiscriminating reaction, and reveal evidence for dynamic kinetic resolution based on a reversible cycloaddition.

Original language	English
Pages (from-to)	7223-7227
Number of pages	5
Journal	European Journal of Organic Chemistry
Volume	2019
Issue number	43
Early online date	18 Oct 2019
DOIs	https://doi.org/10.1002/ejoc.201901407
Publication status	Published - 24 Nov 2019

Access to Document

10.1002/ejoc.201901407Licence: Unspecified

Accepted Article manuscriptAccepted author manuscript, 2.11 MBLicence: Unspecified

Cite this

@article{a8465effe3a442548f8f7f9f8d1220b6,

title = "Parallel Kinetic Resolution of Intramolecular Furan Diels-Alder Cycloadducts via Asymmetric Hydroboration",

abstract = "We report parallel kinetic resolution of intramolecular Diels-Alder cycloadducts, where up to five stereocentres are defined using asymmetric hydroboration as the enantiodiscriminating reaction, and reveal evidence for dynamic kinetic resolution based on a reversible cycloaddition.",

keywords = "Cycloaddition, Enantioselectivity, Hydroboration, Kinetic resolution, Regioselectivity",

author = "Tamara Fulgheri and Philip Cornwall and Turner, \{Andrew R.\} and Sweeney, \{Joseph B.\} and Gill, \{Duncan M.\}",

year = "2019",

month = nov,

day = "24",

doi = "10.1002/ejoc.201901407",

language = "English",

volume = "2019",

pages = "7223--7227",

journal = "European Journal of Organic Chemistry",

issn = "1434-193X",

publisher = "Wiley",

number = "43",

}

TY - JOUR

T1 - Parallel Kinetic Resolution of Intramolecular Furan Diels-Alder Cycloadducts via Asymmetric Hydroboration

AU - Fulgheri, Tamara

AU - Cornwall, Philip

AU - Turner, Andrew R.

AU - Sweeney, Joseph B.

AU - Gill, Duncan M.

PY - 2019/11/24

Y1 - 2019/11/24

N2 - We report parallel kinetic resolution of intramolecular Diels-Alder cycloadducts, where up to five stereocentres are defined using asymmetric hydroboration as the enantiodiscriminating reaction, and reveal evidence for dynamic kinetic resolution based on a reversible cycloaddition.

AB - We report parallel kinetic resolution of intramolecular Diels-Alder cycloadducts, where up to five stereocentres are defined using asymmetric hydroboration as the enantiodiscriminating reaction, and reveal evidence for dynamic kinetic resolution based on a reversible cycloaddition.

KW - Cycloaddition

KW - Enantioselectivity

KW - Hydroboration

KW - Kinetic resolution

KW - Regioselectivity

UR - https://www.scopus.com/pages/publications/85074894072

U2 - 10.1002/ejoc.201901407

DO - 10.1002/ejoc.201901407

M3 - Article

AN - SCOPUS:85074894072

SN - 1434-193X

VL - 2019

SP - 7223

EP - 7227

JO - European Journal of Organic Chemistry

JF - European Journal of Organic Chemistry

IS - 43

ER -

Parallel Kinetic Resolution of Intramolecular Furan Diels-Alder Cycloadducts via Asymmetric Hydroboration

Abstract

Access to Document

Other files and links

Fingerprint

Duncan Gill

Cite this

Parallel Kinetic Resolution of Intramolecular Furan Diels-Alder Cycloadducts via Asymmetric Hydroboration

Abstract

Access to Document

Other files and links

Fingerprint

Profiles

Duncan Gill

Cite this