Now showing documents 1-6 of 6
Studies toward total synthesis of (±)-caldaphnidine C via one-pot sequential intramolecular Vilsmeier–Haack and azomethine ylide 1,3-dipolar cycloaddition
An application of a one-pot sequential Vilsmeier–Haack cyclization and intramolecular azomethine ylide 1,3-dipolar cycloaddition toward the total synthesis of (±)-caldaphnidine C is presented. It allowed an efficient ...
Preparation of conformationally restricted β2,2- and β2,2,3-amino esters and derivatives containing an all-carbon quaternary center
Abstract: β-Amino acids are routinely incorporated into peptidic drugs to increase their stability and to incur conformational biases. However, the synthesis of highly substituted β-amino acids still represents a great ...
Synthesis of the tetracyclic core of daphnilactone B-type and yuzurimine-type alkaloid
Abstract: The core of daphnilactone B-type and yuzurimine-type alkaloids was synthesized in only 16 steps from a known β-allyl-γ-butyrolactone. The key sequence of Vilsmeier–Haack cyclization and intramolecular azomethine ...
Asymmetric total synthesis of (+)-virosine a via sequential nucleophilic cyclizations onto an activated formamide
Abstract: The first synthesis of tetracyclic alkaloid virosine A is reported. The natural alkaloid was prepared in only 13 steps, in an enantioenriched form. The azabicyclo[2.2.2]octane core was efficiently assembled using ...
Short approach toward the nonracemic A,B,E tricyclic core of calyciphylline B-type alkaloids
Abstract: A suitably functionalized tricyclic adduct containing the common A,B,E rings found in calyciphylline B-type alkaloids was obtained in nine linear steps. The key transformation features an efficient one-pot sequence ...
General approach toward aspidospermatan-type alkaloids using one-pot Vilsmeier–Haack cyclization and azomethine ylide cycloaddition
Abstract: The development of a new one-pot reaction sequence afforded the tricyclic core of several aspidospermatan-type alkaloids from a linear, densely functionalized substrate. The key sequence features a highly ...