Literature DB >> 25768203

Synthesis of polyhydroxylated piperidine and pyrrolidine peptidomimetics via one-pot sequential lactam reduction/Joullié-Ugi reaction.

Piotr Szcześniak1, Elżbieta Maziarz1, Sebastian Stecko1, Bartłomiej Furman1.   

Abstract

A direct approach to the synthesis of polyhydroxylated piperidine and pyrrolidine peptidomimetics is described. The presented strategy is based on one-pot reduction of sugar-derived lactams with Schwartz's reagent followed by a multicomponent Ugi-Joullié reaction.

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Year:  2015        PMID： 25768203     DOI： 10.1021/acs.joc.5b00335

Source DB:  PubMed          Journal:  J Org Chem        ISSN： 0022-3263            Impact factor:   4.354


  3 in total

1.  Stereodivergent access to all four stereoisomers of chiral tetrahydrobenzo[f][1,4]oxazepines, through highly diastereoselective multicomponent Ugi-Joullié reaction.

Authors:  Alessandro Pinna; Andrea Basso; Chiara Lambruschini; Lisa Moni; Renata Riva; Valeria Rocca; Luca Banfi
Journal:  RSC Adv       Date:  2020-01-03       Impact factor: 3.361

2.  Direct synthesis of anomeric tetrazolyl iminosugars from sugar-derived lactams.

Authors:  Michał Mateusz Więcław; Bartłomiej Furman
Journal:  Beilstein J Org Chem       Date:  2021-01-13       Impact factor: 2.883

3.  Multi-Gram Synthesis of Enantiopure 1,5-Disubstituted Tetrazoles Via Ugi-Azide 3-Component Reaction.

Authors:  Pietro Capurro; Lisa Moni; Andrea Galatini; Christian Mang; Andrea Basso
Journal:  Molecules       Date:  2018-10-25       Impact factor: 4.411
  3 in total

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