Stereoselective synthesis of highly substituted tetrahydrofurans by diverted carbene O–H insertion reaction

Copper or rhodium catalyzed reaction of diazocarbonyl compounds with β-hydroxyketones gives highly substituted tetrahydrofurans with excellent diastereoselectivity, under mild conditions, in a single step process that starts as a carbene O–H insertion reaction but is diverted by an intramolecular al...

Full description

Bibliographic Details
Main Authors: Nicolle, Simon M., Lewis, William, Hayes, Christopher J., Moody, Christopher J.
Format: Article
Published: Wiley-VCH Verlag 2015
Online Access:https://eprints.nottingham.ac.uk/34963/
_version_ 1848794971957624832
author Nicolle, Simon M.
Lewis, William
Hayes, Christopher J.
Moody, Christopher J.
author_facet Nicolle, Simon M.
Lewis, William
Hayes, Christopher J.
Moody, Christopher J.
author_sort Nicolle, Simon M.
building Nottingham Research Data Repository
collection Online Access
description Copper or rhodium catalyzed reaction of diazocarbonyl compounds with β-hydroxyketones gives highly substituted tetrahydrofurans with excellent diastereoselectivity, under mild conditions, in a single step process that starts as a carbene O–H insertion reaction but is diverted by an intramolecular aldol reaction.
first_indexed 2025-11-14T19:24:41Z
format Article
id nottingham-34963
institution University of Nottingham Malaysia Campus
institution_category Local University
last_indexed 2025-11-14T19:24:41Z
publishDate 2015
publisher Wiley-VCH Verlag
recordtype eprints
repository_type Digital Repository
spelling nottingham-349632020-05-04T17:11:09Z https://eprints.nottingham.ac.uk/34963/ Stereoselective synthesis of highly substituted tetrahydrofurans by diverted carbene O–H insertion reaction Nicolle, Simon M. Lewis, William Hayes, Christopher J. Moody, Christopher J. Copper or rhodium catalyzed reaction of diazocarbonyl compounds with β-hydroxyketones gives highly substituted tetrahydrofurans with excellent diastereoselectivity, under mild conditions, in a single step process that starts as a carbene O–H insertion reaction but is diverted by an intramolecular aldol reaction. Wiley-VCH Verlag 2015-06-09 Article PeerReviewed Nicolle, Simon M., Lewis, William, Hayes, Christopher J. and Moody, Christopher J. (2015) Stereoselective synthesis of highly substituted tetrahydrofurans by diverted carbene O–H insertion reaction. Angewandte Chemie International Edition, 54 (29). pp. 8485-8489. ISSN 1521-3773 http://onlinelibrary.wiley.com/doi/10.1002/anie.201502484/abstract doi:10.1002/anie.201502484 doi:10.1002/anie.201502484
spellingShingle Nicolle, Simon M.
Lewis, William
Hayes, Christopher J.
Moody, Christopher J.
Stereoselective synthesis of highly substituted tetrahydrofurans by diverted carbene O–H insertion reaction
title Stereoselective synthesis of highly substituted tetrahydrofurans by diverted carbene O–H insertion reaction
title_full Stereoselective synthesis of highly substituted tetrahydrofurans by diverted carbene O–H insertion reaction
title_fullStr Stereoselective synthesis of highly substituted tetrahydrofurans by diverted carbene O–H insertion reaction
title_full_unstemmed Stereoselective synthesis of highly substituted tetrahydrofurans by diverted carbene O–H insertion reaction
title_short Stereoselective synthesis of highly substituted tetrahydrofurans by diverted carbene O–H insertion reaction
title_sort stereoselective synthesis of highly substituted tetrahydrofurans by diverted carbene o–h insertion reaction
url https://eprints.nottingham.ac.uk/34963/
https://eprints.nottingham.ac.uk/34963/
https://eprints.nottingham.ac.uk/34963/