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Total synthesis of (+/-)-goniomitine via a formal nitrile/donor-acceptor cyclopropane [3 + 2] cyclization.
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… Expand
First total synthesis and structural reassignment of (-)-aplysiallene.
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… Expand
Advances in Lewis acid controlled carbon-carbon bond-forming reactions enable a concise and convergent total synthesis of bullatacin.
Lewis acids control regioselectivity in the alkylation of epi-chlorohydrin and the stereochemistry of an alkyne addition to set the C24/C23 anti relationship. These advances facilitate an efficient… Expand
The Regioselective Mono-deprotection of 1,3-Dioxa-2,2-(di-tert-butyl)-2-silacyclohexanes with BF3×SMe2.
Substrate and reagent control of diastereoselectivity in transition metal mediated processes : development of a catalytic photopromoted Pauson-Khand reaction
- B. Pagenkopf
Recent advances in donor-acceptor (DA) cyclopropanes
C-2/c-3 annulation and C-2 alkylation of indoles with 2-alkoxycyclopropanoate esters.
- B. Bajtos, M. Yu, Hongda Zhao, B. Pagenkopf
- Chemistry, Medicine
- Journal of the American Chemical Society
- 14 July 2007
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… Expand
Formal [3 + 2] cycloadditions of donor-acceptor cyclopropanes and nitriles.
Donor-acceptor cyclopropanes activated with Me3SiOTf cleave to reactive intermediates that can be efficiently intercepted by nitriles in a formal [3 + 2] dipolar cycloaddition reaction. Aliphatic,… Expand
A powerful new strategy for diversity-oriented synthesis of pyrroles from donor-acceptor cyclopropanes and nitriles.
Lewis acid activated donor-acceptor cyclopropanes react with aliphatic, aromatic, and alpha,beta-unsaturated nitriles in a novel cascade [3 + 2] dipolar cycloaddition, dehydration, and… Expand
Mechanistic Insights into Cu-Catalyzed Asymmetric Aldol Reactions: Chemical and Spectroscopic Evidence for a Metalloenolate Intermediate.
- B. Pagenkopf, J. Krüger, Aleksandar Stojanovic, E. Carreira
- Chemistry, Medicine
- Angewandte Chemie
- 4 December 1998
In situ IR spectroscopy and transmetalation experiments confirm a postulated catalytic cycle. The metalloenolate 1 describes the active intermediate in the aldol reaction catalyzed by [CuF2… Expand