Swern Oxidation of Bicyclo[2.2.1]hept-5-ene-2,3-diol and Its Pyrazine-fused Derivatives: An Improved Synthesis of Bicyclo[2.2.1]hept-5-ene-2,3-dione and An Unexpected Ring-Opening Reaction

An improved synthesis of bicyclo[2.2.1]hept-5-ene-2,3-dione by Swern oxidation of bicyclo[2.2.1]hept-5-ene-2,3-diol, and an unexpected ring-opening reaction by the Swern oxidation of pyrazine-fused congeners are described.

Bibliographic Details
Main Authors: Sayuri Kobayashi, Tomoshige Kobayashi
Format: Article
Language:English
Published: MDPI AG 2000-09-01
Series:Molecules
Subjects:
Online Access:http://www.mdpi.com/1420-3049/5/9/1062/
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author Sayuri Kobayashi
Tomoshige Kobayashi
author_facet Sayuri Kobayashi
Tomoshige Kobayashi
author_sort Sayuri Kobayashi
collection DOAJ
description An improved synthesis of bicyclo[2.2.1]hept-5-ene-2,3-dione by Swern oxidation of bicyclo[2.2.1]hept-5-ene-2,3-diol, and an unexpected ring-opening reaction by the Swern oxidation of pyrazine-fused congeners are described.
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spelling doaj.art-feef964a9c624928877d57fda9030b462022-12-21T20:04:52ZengMDPI AGMolecules1420-30492000-09-01591062106710.3390/50901062Swern Oxidation of Bicyclo[2.2.1]hept-5-ene-2,3-diol and Its Pyrazine-fused Derivatives: An Improved Synthesis of Bicyclo[2.2.1]hept-5-ene-2,3-dione and An Unexpected Ring-Opening ReactionSayuri KobayashiTomoshige KobayashiAn improved synthesis of bicyclo[2.2.1]hept-5-ene-2,3-dione by Swern oxidation of bicyclo[2.2.1]hept-5-ene-2,3-diol, and an unexpected ring-opening reaction by the Swern oxidation of pyrazine-fused congeners are described.http://www.mdpi.com/1420-3049/5/9/1062/Swern oxidationvicinal cis-diolα-diketonering-openingnorbornenepyrazine
spellingShingle Sayuri Kobayashi
Tomoshige Kobayashi
Swern Oxidation of Bicyclo[2.2.1]hept-5-ene-2,3-diol and Its Pyrazine-fused Derivatives: An Improved Synthesis of Bicyclo[2.2.1]hept-5-ene-2,3-dione and An Unexpected Ring-Opening Reaction
Molecules
Swern oxidation
vicinal cis-diol
α-diketone
ring-opening
norbornene
pyrazine
title Swern Oxidation of Bicyclo[2.2.1]hept-5-ene-2,3-diol and Its Pyrazine-fused Derivatives: An Improved Synthesis of Bicyclo[2.2.1]hept-5-ene-2,3-dione and An Unexpected Ring-Opening Reaction
title_full Swern Oxidation of Bicyclo[2.2.1]hept-5-ene-2,3-diol and Its Pyrazine-fused Derivatives: An Improved Synthesis of Bicyclo[2.2.1]hept-5-ene-2,3-dione and An Unexpected Ring-Opening Reaction
title_fullStr Swern Oxidation of Bicyclo[2.2.1]hept-5-ene-2,3-diol and Its Pyrazine-fused Derivatives: An Improved Synthesis of Bicyclo[2.2.1]hept-5-ene-2,3-dione and An Unexpected Ring-Opening Reaction
title_full_unstemmed Swern Oxidation of Bicyclo[2.2.1]hept-5-ene-2,3-diol and Its Pyrazine-fused Derivatives: An Improved Synthesis of Bicyclo[2.2.1]hept-5-ene-2,3-dione and An Unexpected Ring-Opening Reaction
title_short Swern Oxidation of Bicyclo[2.2.1]hept-5-ene-2,3-diol and Its Pyrazine-fused Derivatives: An Improved Synthesis of Bicyclo[2.2.1]hept-5-ene-2,3-dione and An Unexpected Ring-Opening Reaction
title_sort swern oxidation of bicyclo 2 2 1 hept 5 ene 2 3 diol and its pyrazine fused derivatives an improved synthesis of bicyclo 2 2 1 hept 5 ene 2 3 dione and an unexpected ring opening reaction
topic Swern oxidation
vicinal cis-diol
α-diketone
ring-opening
norbornene
pyrazine
url http://www.mdpi.com/1420-3049/5/9/1062/
work_keys_str_mv AT sayurikobayashi swernoxidationofbicyclo221hept5ene23diolanditspyrazinefusedderivativesanimprovedsynthesisofbicyclo221hept5ene23dioneandanunexpectedringopeningreaction
AT tomoshigekobayashi swernoxidationofbicyclo221hept5ene23diolanditspyrazinefusedderivativesanimprovedsynthesisofbicyclo221hept5ene23dioneandanunexpectedringopeningreaction