The regiochemistry of cyclopropylcarbinylstannane ring fission

Andrew J Lucke; David James Young

doi:10.1016/S0040-4039(00)76771-2

Back

The regiochemistry of cyclopropylcarbinylstannane ring fission

Journal article

Peer reviewed

The regiochemistry of cyclopropylcarbinylstannane ring fission

Andrew J Lucke and David James Young

Tetrahedron Letters, Vol.35(10), pp.1609-1612

1994

DOI: https://doi.org/10.1016/S0040-4039(00)76771-2

Files and links (1)

url

https://doi.org/10.1016/S0040-4039(00)76771-2View

Published Version

Abstract

alkene derivative

The reaction of 2-methylcyclopropylcarbinyltrimethylstannane 1 in chloroform with the electrophiles sulphur dioxide, trifluoroacetic acid, and iodine proceeds preferentially with ring cleavage and addition at the unsubstituted cyclopropyl methylene. Iodination and acidolysis in methanol proceeds exclusively with tin-methyl bond cleavage. © 1994.

Details

Title: The regiochemistry of cyclopropylcarbinylstannane ring fission
Authors: Andrew J Lucke (Author) - Griffith University
David James Young (Author) - Griffith University
Publication details: Tetrahedron Letters, Vol.35(10), pp.1609-1612
Publisher: Pergamon
Date published: 1994
DOI: 10.1016/S0040-4039(00)76771-2
ISSN: 0040-4039
Organisation Unit: University of the Sunshine Coast, Queensland
Language: English
Record Identifier: 99449383502621
Output Type: Journal article

Metrics

616 Record Views

2 Times Cited - Web of Science

InCites Highlights

These are selected metrics from InCites Benchmarking & Analytics tool, related to this output

Web Of Science research areas: Chemistry, Organic

UN Sustainable Development Goals (SDGs)

This output has contributed to the advancement of the following goals:

Source: InCites