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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 and the use of a microwave reactor is shown to greatly improve the reaction times for two steps.
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
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
Cycloadditions of Donor–Acceptor Cyclopropanes and Nitriles
Lewis acid promoted cycloaddition reactions of donor–acceptor (DA) cyclopropanes are one of the well-studied approaches for the construction of heterocyclic and carbocyclic frameworks. During our
C-2/c-3 annulation and C-2 alkylation of indoles with 2-alkoxycyclopropanoate esters.
The annulation reaction between various indoles and 2-alkoxycyclopropanoate esters and a single stereocenter on the cyclopropane controls the diastereoselective formation of up to four new stereocenters is reported.
Cascade Reaction of Donor-Acceptor Cyclopropanes: Mechanistic Studies on Cycloadditions with Nitrosoarenes and cis-Diazenes.
Tandem ring opening, elimination, and cycloaddition of donor-acceptor cyclopropanes were observed in Yb(OTf)3-catalyzed cycloaddition with nitrosoarenes. The reaction results in formation of
The formal [4+3] cycloaddition between donor-acceptor cyclobutanes and nitrones.
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