A tandem oxidation procedure for the conversion of alcohols into 1,1-dibromoalkenes

S A  Raw; M  Reid; E  Roman; R J K  Taylor

doi:10.1055/s-2004-820027

A tandem oxidation procedure for the conversion of alcohols into 1,1-dibromoalkenes

S A Raw, M Reid, E Roman, R J K Taylor

Chemistry

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

Abstract

A practical and concise route to dibromoalkenes directly from activated alcohols in good to excellent yields using a new Tandem Oxidation Procedure (TOP) is reported. We also describe the use of these dibromoalkenes as intermediates in a one-pot route to 4,5-dihydro-1H-imidazoles and in the synthesis of bromoalkynes through MTBD-induced elimination.

Original language	English
Pages (from-to)	819-822
Number of pages	4
Journal	Synlett
Issue number	5
DOIs	https://doi.org/10.1055/s-2004-820027
Publication status	Published - 3 Apr 2004

Keywords

dibromoalkenes
tandem oxidation procedure
one-pot
MTBD
WITTIG REACTIONS
MANGANESE-DIOXIDE
BUILDING-BLOCKS
ALDEHYDES
DERIVATIVES
1,1-DIBROMO-1-ALKENES
CONSTRUCTION
APOPTOLIDIN
FRAGMENTS
ESTERS

Access to Document

10.1055/s-2004-820027

Cite this

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title = "A tandem oxidation procedure for the conversion of alcohols into 1,1-dibromoalkenes",

abstract = "A practical and concise route to dibromoalkenes directly from activated alcohols in good to excellent yields using a new Tandem Oxidation Procedure (TOP) is reported. We also describe the use of these dibromoalkenes as intermediates in a one-pot route to 4,5-dihydro-1H-imidazoles and in the synthesis of bromoalkynes through MTBD-induced elimination.",

keywords = "dibromoalkenes, tandem oxidation procedure, one-pot, MTBD, WITTIG REACTIONS, MANGANESE-DIOXIDE, BUILDING-BLOCKS, ALDEHYDES, DERIVATIVES, 1,1-DIBROMO-1-ALKENES, CONSTRUCTION, APOPTOLIDIN, FRAGMENTS, ESTERS",

author = "Raw, {S A} and M Reid and E Roman and Taylor, {R J K}",

year = "2004",

month = apr,

day = "3",

doi = "10.1055/s-2004-820027",

language = "English",

pages = "819--822",

journal = "Synlett",

issn = "1437-2096",

publisher = "Georg Thieme Verlag",

number = "5",

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TY - JOUR

T1 - A tandem oxidation procedure for the conversion of alcohols into 1,1-dibromoalkenes

AU - Raw, S A

AU - Reid, M

AU - Roman, E

AU - Taylor, R J K

PY - 2004/4/3

Y1 - 2004/4/3

N2 - A practical and concise route to dibromoalkenes directly from activated alcohols in good to excellent yields using a new Tandem Oxidation Procedure (TOP) is reported. We also describe the use of these dibromoalkenes as intermediates in a one-pot route to 4,5-dihydro-1H-imidazoles and in the synthesis of bromoalkynes through MTBD-induced elimination.

AB - A practical and concise route to dibromoalkenes directly from activated alcohols in good to excellent yields using a new Tandem Oxidation Procedure (TOP) is reported. We also describe the use of these dibromoalkenes as intermediates in a one-pot route to 4,5-dihydro-1H-imidazoles and in the synthesis of bromoalkynes through MTBD-induced elimination.

KW - dibromoalkenes

KW - tandem oxidation procedure

KW - one-pot

KW - MTBD

KW - WITTIG REACTIONS

KW - MANGANESE-DIOXIDE

KW - BUILDING-BLOCKS

KW - ALDEHYDES

KW - DERIVATIVES

KW - 1,1-DIBROMO-1-ALKENES

KW - CONSTRUCTION

KW - APOPTOLIDIN

KW - FRAGMENTS

KW - ESTERS

U2 - 10.1055/s-2004-820027

DO - 10.1055/s-2004-820027

M3 - Article

SN - 1437-2096

SP - 819

EP - 822

JO - Synlett

JF - Synlett

IS - 5

ER -