Advances in Stereoconvergent Catalysis from 2005 to 2015: Transition-Metal-Mediated Stereoablative Reactions, Dynamic Kinetic Resolutions, and Dynamic Kinetic Asymmetric Transformations (original) (raw)
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Tandem catalysis: a taxonomy and illustrative review
Coordination Chemistry Reviews, 2004
A scheme is advanced for the classification of one-pot, coupled catalytic transformations, which distinguishes between one-pot, domino/cascade, and tandem catalysis. The last of these is divided into three subclasses: orthogonal, auto-tandem, and assisted tandem catalysis. The proposed taxonomy, and the potential of tandem catalysis in organic synthesis, are illustrated with examples drawn from olefin metathesis and hydroformylation chemistry.
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Angewandte Chemie (International ed. in English), 2018
Catalyst control over reactions that produce multiple stereoisomers is a challenge in synthesis. Control over reactions that involve stereogenic elements remote from one another is particularly uncommon. Additionally, catalytic reactions that address both stereogenic carbon centers and an element of axial chirality are also rare. Reported herein is a catalytic approach to each stereoisomer of a scaffold containing a stereogenic center remote from an axis of chirality. Newly developed peptidyl copper complexes catalyze an unprecedented remote desymmetrization involving enantioselective C-N bond-forming cross-coupling. Then, chiral phosphoric acid catalysts set an axis of chirality through an unprecedented atroposelective cyclodehydration to form a heterocycle with high diastereoselectivity. The application of chiral copper complexes and phosphoric acids provides access to each stereoisomer of a framework with two different elements of stereogenicity.
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