Silenes as novel synthetic reagents: synthesis of diols and lactones from simple alkyldienes

MB Berry; RJ Griffiths; MJ Sanganee; PG Steel; DK Whelligan

doi:10.1016/j.tetlet.2003.10.056

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Journal article

Silenes as novel synthetic reagents: synthesis of diols and lactones from simple alkyldienes

MB Berry, RJ Griffiths, MJ Sanganee, PG Steel and DK Whelligan

Tetrahedron Lett, Vol.44(51), pp.9135-9138

15/12/2003

DOI: https://doi.org/10.1016/j.tetlet.2003.10.056

Abstract

silene

Diels-Alder cycloaddition

silacycles

Fleming-Tamao oxidation

diols

lactones

SILICON-CARBON HETEROCYCLES

ORGANIC-SYNTHESIS

BOND

CONVERSION

SILACYCLES

OXIDATION

Aryl substituted silenes can be generated by a modified Peterson olefination reaction and trapped in situ to afford silacycles with high diastereoselectivity. These silacycles can be elaborated by 'Fleming-Tamao' type oxidation to provide access to functionalized diols and lactones. (C) 2003 Elsevier Ltd. All rights reserved.

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Title: Silenes as novel synthetic reagents: synthesis of diols and lactones from simple alkyldienes
Creators: MB Berry
RJ Griffiths
MJ Sanganee
PG Steel
DK Whelligan
Publication Details: Tetrahedron Lett, Vol.44(51), pp.9135-9138
Date published: 15/12/2003
Date submitted: 17/05/2017
Identifiers: 99511226802346
Academic Unit: University of Surrey
Language: English
Resource Type: Journal article

Silenes as novel synthetic reagents: synthesis of diols and lactones from simple alkyldienes

Abstract

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