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Articles 1 - 4 of 4
Full-Text Articles in Physical Sciences and Mathematics
Total Synthesis Of (+/-)-Goniomitine Via A Formal Nitrile/Donor-Acceptor Cyclopropane [3 + 2] Cyclization., Christian L Morales, Brian L Pagenkopf
Total Synthesis Of (+/-)-Goniomitine Via A Formal Nitrile/Donor-Acceptor Cyclopropane [3 + 2] Cyclization., Christian L Morales, Brian L Pagenkopf
Chemistry Publications
The total synthesis of (+/-)-goniomitine has been accomplished in 17 linear steps with 5.2% overall yield starting from commercially available delta-valerolactam. A synthetic highlight includes the first application of a formal [3 + 2] cycloaddition between a highly functionalized nitrile and a donor-acceptor cyclopropane to prepare an indole nucleus. The use of a microwave reactor is shown to greatly improve the reaction times for two steps.
Reduction Of Esters To Ethers Utilizing The Powerful Lewis Acid Bf2otf·Oet2, Brian Pagenkopf, Nicholas A. Morra
Reduction Of Esters To Ethers Utilizing The Powerful Lewis Acid Bf2otf·Oet2, Brian Pagenkopf, Nicholas A. Morra
Chemistry Publications
No abstract provided.
First Total Synthesis And Structural Reassignment Of (-)-Aplysiallene., Jian Wang, Brian L Pagenkopf
First Total Synthesis And Structural Reassignment Of (-)-Aplysiallene., Jian Wang, Brian L Pagenkopf
Chemistry Publications
The first total synthesis of (-)-aplysiallene has been completed in 16 steps and features a key sequential Mukaiyama aerobic oxidative cyclization to prepare the fused bis-THF core. The original stereochemical assignment has been revised as shown.
C-2/C-3 Annulation And C-2 Alkylation Of Indoles With 2-Alkoxycyclopropanoate Esters., Barbora Bajtos, Ming Yu, Hongda Zhao, Brian L Pagenkopf
C-2/C-3 Annulation And C-2 Alkylation Of Indoles With 2-Alkoxycyclopropanoate Esters., Barbora Bajtos, Ming Yu, Hongda Zhao, Brian L Pagenkopf
Chemistry Publications
The annulation reaction between various indoles and 2-alkoxycyclopropanoate esters is reported. Both high efficiency and complete stereochemical control were observed in some cases with this annulation process. A single stereocenter on the cyclopropane controls the diastereoselective formation of up to four new stereocenters. A different reaction course was observed with 3-substituted indole substrates, and an intervening C-3 to C-2-migration process arose that gives synthetically useful C-2 alkylation indole products.