The University of Southampton
University of Southampton Institutional Repository

Synthesis of homopropargyl alcohols via insertion of allenyl carbenoids into acyclic organozirconium bonds

Stec, Jozef, Henderson, Alan R. and Whitby, Richard J. (2012) Synthesis of homopropargyl alcohols via insertion of allenyl carbenoids into acyclic organozirconium bonds Tetrahedron Letters, 53, (9), pp. 1112-1115. (doi:10.1016/j.tetlet.2011.12.081).

Record type: Article

Abstract

Insertion of allenylcarbenoids (3-tosyloxy-1-lithioalk-1-ynes) into organozirconium complexes gave allenyl-zirconocenes via a 1,2-zirconate rearrangement. Trapping of the allenyl-zirconium species with aldehydes and ketones gave, after hydrolysis, a series of homopropargylalcohols. Enantioenriched products were prepared by insertion of the lithium carbenoid derived from (S)-but-3-yn-2-yl 4-toluenesulfonate into alkyl- and alkenyl-chlorozirconocenes.

Full text not available from this repository.

More information

Published date: 29 February 2012
Keywords: homopropargylalcohol, metallate rearrangement, organozirconium chemistry, asymmetric synthesis, carbenoids
Organisations: Organic Chemistry: Synthesis, Catalysis and Flow

Identifiers

Local EPrints ID: 337313
URI: http://eprints.soton.ac.uk/id/eprint/337313
ISSN: 0040-4039
PURE UUID: 5a2c9b3c-e08a-46f9-ab0a-721409badec5
ORCID for Richard J. Whitby: ORCID iD orcid.org/0000-0002-9891-5502

Catalogue record

Date deposited: 24 Apr 2012 09:18
Last modified: 18 Jul 2017 06:03

Export record

Altmetrics

Contributors

Author: Jozef Stec
Author: Alan R. Henderson

University divisions

Download statistics

Downloads from ePrints over the past year. Other digital versions may also be available to download e.g. from the publisher's website.

View more statistics

Atom RSS 1.0 RSS 2.0

Contact ePrints Soton: eprints@soton.ac.uk

ePrints Soton supports OAI 2.0 with a base URL of http://eprints.soton.ac.uk/cgi/oai2

This repository has been built using EPrints software, developed at the University of Southampton, but available to everyone to use.

We use cookies to ensure that we give you the best experience on our website. If you continue without changing your settings, we will assume that you are happy to receive cookies on the University of Southampton website.

×