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Stereodivergent Olefination of Enantioenriched Boronic Esters
The stereodivergent coupling reaction between vinyl halides and boronic esters enables the highly stereoselective synthesis of either the E or Z alkene from a single isomer of a vinyl coupling partner.
Stereospecific Allylic Functionalization: The Reactions of Allylboronate Complexes with Electrophiles
This protocol provides access to key new functionalities, including quaternary stereogenic centers bearing moieties such as fluorine and the trifluoromethyl group that are 7 to 10 orders of magnitude more reactive than the parent boronic ester.
Conjunctive functionalization of vinyl boronate complexes with electrophiles: a diastereoselective three-component coupling.
The overall process represents a three-component coupling between a vinyl boronic ester, carbon nucleophile and an electrophile, thus affording complex multifunctionalized products from simple starting materials.
Solid phase synthesis of globomycin and SF-1902 A5.
The syntheses of the natural lipocyclodepsipeptide-type antibiotics globomycin and SF-1902 A(5) are reported, utilizing solid phase technology for the construction of the peptidic fragment and a new
Synthesis of trifluoromethylated isoxazoles and their elaboration through inter- and intra-molecular C-H arylation.
Conditions for the preparation of a range of trifluoromethylated isoxazole building blocks through the cycloaddition Reaction were reported and it was found that controlling the rate of the formation was Critical for the preferential formation of the desired isxazole products versus the furoxan dimer.
Exploring the chemistry of epoxy amides for the synthesis of the 2''-epi-diazepanone core of liposidomycins and caprazamycins.
Two different strategies were shown to be efficient in constructing the diazepanone ring system: a reductive amination of an epoxy aldehyde with N-methylamine with subsequent intramolecular oxirane ring opening and a carbene insertion reaction of an acyclic diazoamine precursor.
A highly stereoselective synthesis of glycidic amides based on a new class of chiral sulfonium salts: applications in asymmetric synthesis.
A new type of chiral sulfonium salts that are characterized by a bicyclic system has been designed and synthesized from α-amino acids and were reduced into their corresponding epoxy alcohols and subjected to oxirane-ring-opening reactions with different types of nucleophiles.
Chemistry and Biology of Bengamides and Bengazoles, Bioactive Natural Products from Jaspis Sponges
This review describes in detail the research into these classes of natural products and the benefits they offer in chemistry and biology.
Epi-, epoxy-, and C2-modified bengamides: synthesis and biological evaluation.
Biological evaluation of all of these bengamide E analogues demonstrated that the polyketide chain is essential for the antitumor activity of these natural products, not being amenable to structural or configurational modifications.
An Olefin Cross-Metathesis Approach to Depudecin and Stereoisomeric Analogues.
A new total synthesis of the natural product (-)-depudecin, a unique and unexplored histone deacetylase (HDAC) inhibitor, is reported. A key feature of the synthesis is the utilization of an olefin