Reaction sequences where more bonds are sequentially formed (cascade reactions) may be started either by a stoichiometric or by a catalytic reagent, and proceed in an enantio- diastereo- or non-stereo- selective manner. A wide variety of such strategies has been developed, including both stoichiometric and catalytic ones. Within the widely developed cascade reactions field, this chapter is not meant to be omni-comprehensive, but to offer an as much as possible complete overview on organocatalytic stereoselective methods. We embrace the more general definitions by Tietze and Denmark, considering as cascade reactions all those one-pot processes that involve two or more bond formations, where each subsequent step is enabled by a structural change caused by the previous one. We will include both two- and multicomponent reactions where one or more organocatalysts may be responsible either for all or just some of the occurring transformations. Organocascades will be reported according to the number of involved catalytic cycles. In the following paragraphs, only cascade reactions that are stereoselective by means of a chiral catalyst will be considered. It will be shown that multiple possibilities, relying on different catalysis modes, are available to achieve the same reaction sequence.

Stereoselective organocascades: From fundamentals to recent developments / E. Massolo, M. Benaglia. - In: PHYSICAL SCIENCES REVIEWS. - ISSN 2365-659X. - (2021). [Epub ahead of print] [10.1515/psr-2018-0096]

Stereoselective organocascades: From fundamentals to recent developments

E. Massolo;M. Benaglia
2021

Abstract

Reaction sequences where more bonds are sequentially formed (cascade reactions) may be started either by a stoichiometric or by a catalytic reagent, and proceed in an enantio- diastereo- or non-stereo- selective manner. A wide variety of such strategies has been developed, including both stoichiometric and catalytic ones. Within the widely developed cascade reactions field, this chapter is not meant to be omni-comprehensive, but to offer an as much as possible complete overview on organocatalytic stereoselective methods. We embrace the more general definitions by Tietze and Denmark, considering as cascade reactions all those one-pot processes that involve two or more bond formations, where each subsequent step is enabled by a structural change caused by the previous one. We will include both two- and multicomponent reactions where one or more organocatalysts may be responsible either for all or just some of the occurring transformations. Organocascades will be reported according to the number of involved catalytic cycles. In the following paragraphs, only cascade reactions that are stereoselective by means of a chiral catalyst will be considered. It will be shown that multiple possibilities, relying on different catalysis modes, are available to achieve the same reaction sequence.
Domino reactions; Organocascade; Organocatalysis; Stereoselectivity; Synthetic methodologies
Settore CHIM/06 - Chimica Organica
23-feb-2021
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/2434/891929
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