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Highly chemoselective formation of aldehyde enamines under very mild reaction conditions
Abstract: Although ketone enamines are widely used in organic synthesis, aldehyde enamines are rarely employed due to the limitations of their preparation using known methods (need for acid or base, excess of amine, and/or ...
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 ...
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 ...
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 ...