Warning: Undefined array key "mm" in /www/wwwroot/www.ai-bt.com/si.php on line 10 Deprecated: trim(): Passing null to parameter #1 ($string) of type string is deprecated in /www/wwwroot/www.ai-bt.com/si.php on line 10 Titanium catalysis in the Ugi reaction of alpha-amino acids with aromatic aldehydes.

Literature DB >> 15355032

Titanium catalysis in the Ugi reaction of alpha-amino acids with aromatic aldehydes.

Thomas Godet¹, Yannick Bonvin, Guillaume Vincent, Daphné Merle, Alain Thozet, Marco A Ciufolini.

Abstract

[reaction: see text] Ugi reaction between an (S)-alpha-amino acid, an aromatic aldehyde, and an isonitrile proceeds best under catalysis by TiCl(4) in MeOH. The sense of diastereoinduction is (S,S).

Entities: Chemical

Mesh：

Substances：

Year: 2004 PMID： 15355032 DOI： 10.1021/ol048850x

Source DB: PubMed Journal: Org Lett ISSN： 1523-7052 Impact factor: 6.005

Keyword Cloud
Cited

7 in total

1. Expanding the substrate scope of Ugi five-center, four-component reaction U-5C-4CR): ketones as coupling partners for secondary amino acids.

Authors: Maciej Dawidowski; Sławomir Sobczak; Marcin Wilczek; Artur Kulesza; Jadwiga Turło
Journal: Mol Divers Date: 2013-10-24 Impact factor: 2.943

2. Efficient assembly of iminodicarboxamides by a "truly" four-component reaction.

Authors: Kareem Khoury; Mantosh K Sinha; Tadamichi Nagashima; Eberhardt Herdtweck; Alexander Dömling
Journal: Angew Chem Int Ed Engl Date: 2012-09-11 Impact factor: 15.336

3. Total synthesis and complete structural assignment of thiocillin I.

Authors: Virender S Aulakh; Marco A Ciufolini
Journal: J Am Chem Soc Date: 2011-03-29 Impact factor: 15.419

4. One-Pot Diastereoselective Synthesis of Pyrrolopiperazine-2,6-diones by a Ugi/Nucleophilic Substitution/N-Acylation Sequence.

Authors: Beatriz González-Saiz; Israel Carreira-Barral; Pablo Pertejo; Javier Gómez-Ayuso; Roberto Quesada; María García-Valverde
Journal: J Org Chem Date: 2022-06-27 Impact factor: 4.198

Titanium catalysis in the Ugi reaction of alpha-amino acids with aromatic aldehydes.

1. Expanding the substrate scope of Ugi five-center, four-component reaction U-5C-4CR): ketones as coupling partners for secondary amino acids.

2. Efficient assembly of iminodicarboxamides by a "truly" four-component reaction.

3. Total synthesis and complete structural assignment of thiocillin I.

4. One-Pot Diastereoselective Synthesis of Pyrrolopiperazine-2,6-diones by a Ugi/Nucleophilic Substitution/N-Acylation Sequence.

5. A Bifurcated Multicomponent Synthesis Approach to Polycyclic Quinazolinones.

Review 6. Isocyanide-Based Multicomponent Reactions for the Synthesis of Heterocycles.

7. Two Cycles with One Catch: Hydrazine in Ugi 4-CR and Its Postcyclizations.