Diastereoselectivity in Passerini and Ugi reactions of chiral aldehydes/imines remains challenging. Moreover, the Ugi reaction of chiral acyclic imines is complicated by their easy racemization/epimerization, whereas this problem is nearly completely suppressed using chiral cyclic imines in a modification called Ugi-Joullié reaction. Thus...
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2020 (v1)PublicationUploaded on: April 14, 2023
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2017 (v1)Publication
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2017 (v1)Publication
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2021 (v1)Publication
This perspective aims at celebrating the 100th anniversary of the discovery of the Passerini three component reaction. After being nearly neglected for many years, now this reaction has become quite popular, thanks to the achievements of the last 30 years, which have revealed several chances of exploitation in organic synthesis. Though not...
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2019 (v1)Publication
This chapter illustrates a series of recent examples on the cooperation of multicomponent reactions with biocatalysis and/or with the use of renewable starting materials derived from biomass. Teaming these three green methodologies affords important benefits from the point of view of sustainable synthesis. In particular, biocatalysts have been...
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2020 (v1)Publication
A chiral bio-based building block, prepared by the lipase-mediated desymmetrization of an erythritol derivative, was further functionalized and then submitted to stereoselective Passerini reactions, allowing the synthesis of a small library of new molecules. Thanks to the presence of different functional groups, further cyclizations were...
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2021 (v1)Publication
A thorough study on the (E) to (Z) photoisomerization of ferulic acid derivatives (esters, amides of all types, and ketones) was carried out. At the photostationary state, only aliphatic or benzylic tertiary amides reach a nearly complete conversion of (E) isomers into the (Z) ones, whereas for esters, primary and secondary amides or aromatic...
Uploaded on: April 14, 2023