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Full-Text Articles in Physical Sciences and Mathematics

The Formal [4+3] Cycloaddition Between Donor-Acceptor Cyclobutanes And Nitrones., Andrew C Stevens, Cory Palmer, Brian L Pagenkopf Mar 2011

The Formal [4+3] Cycloaddition Between Donor-Acceptor Cyclobutanes And Nitrones., Andrew C Stevens, Cory Palmer, Brian L Pagenkopf

Chemistry Publications

The formal [4+3] cycloaddition of 2-alkoxy-1,1-dicarboxylate activated donor-acceptor cyclobutanes with nitrones is disclosed. The reaction forms structurally unique oxazepines in moderate to high yield with a wide scope of nitrones. In most cases either a diastereomeric mixture or a single diastereomer may be formed, depending on the reaction conditions.


The Formal [4+3] Cycloaddition Between Donor-Acceptor Cyclobutanes And Nitrones., Andrew C Stevens, Cory Palmer, Brian L Pagenkopf Feb 2011

The Formal [4+3] Cycloaddition Between Donor-Acceptor Cyclobutanes And Nitrones., Andrew C Stevens, Cory Palmer, Brian L Pagenkopf

Chemistry Publications

The formal [4+3] cycloaddition of 2-alkoxy-1,1-dicarboxylate activated donor-acceptor cyclobutanes with nitrones is disclosed. The reaction forms structurally unique oxazepines in moderate to high yield with a wide scope of nitrones. In most cases either a diastereomeric mixture or a single diastereomer may be formed, depending on the reaction conditions.


Gram Scale Synthesis Of The C(18)-C(34) Fragment Of Amphidinolide C., Nicholas A Morra, Brian L Pagenkopf Feb 2011

Gram Scale Synthesis Of The C(18)-C(34) Fragment Of Amphidinolide C., Nicholas A Morra, Brian L Pagenkopf

Chemistry Publications

The synthesis of the C(18)-C(34) fragment of amphidinolide C has been achieved via two routes, culminating in both the shortest (11 steps) and highest yielding (26% overall yield) approaches to this segment. The highly convergent approach will facilitate the synthesis of analogues, including the C(18)-C(29) fragment of amphidinolide F. Synthetic highlights include the selective methylation of a diyne, and the highly efficient use of a second generation cobalt catalyst in the Mukaiyama oxidative cyclization to form the trans-THF ring.


Gram Scale Synthesis Of The C(18)-C(34) Fragment Of Amphidinolide C., Nicholas A Morra, Brian L Pagenkopf Jan 2011

Gram Scale Synthesis Of The C(18)-C(34) Fragment Of Amphidinolide C., Nicholas A Morra, Brian L Pagenkopf

Chemistry Publications

The synthesis of the C(18)-C(34) fragment of amphidinolide C has been achieved via two routes, culminating in both the shortest (11 steps) and highest yielding (26% overall yield) approaches to this segment. The highly convergent approach will facilitate the synthesis of analogues, including the C(18)-C(29) fragment of amphidinolide F. Synthetic highlights include the selective methylation of a diyne, and the highly efficient use of a second generation cobalt catalyst in the Mukaiyama oxidative cyclization to form the trans-THF ring.


Bf3·Oet2 Catalyzed Reaction Of Donor-Acceptor Cyclobutanes With Terminal Alkynes: Single Step Access To 2,3-Dihydrooxepines, Ben P Machin, Brian L Pagenkopf Jan 2011

Bf3·Oet2 Catalyzed Reaction Of Donor-Acceptor Cyclobutanes With Terminal Alkynes: Single Step Access To 2,3-Dihydrooxepines, Ben P Machin, Brian L Pagenkopf

Chemistry Publications

In the presence of BF3˙OEt2 cyclobutane-1,1-diesters undergo a reaction with terminal alkynes to quickly access dihydro­oxepines.