Reaction of azides and enolisable aldehydes under the catalysis of organic bases and Cinchona based quaternary ammonium salts-Reference-Cited by-同舟云学术

Reaction of azides and enolisable aldehydes under the catalysis of organic bases and Cinchona based quaternary ammonium salts

Published:2017 Issue:24 Volume:15 Page:5227-5235
ISSN:1477-0520
Container-title:Organic & Biomolecular Chemistry
language:en
Short-container-title:Org. Biomol. Chem.

Author:

Destro Dario¹²³⁴⁵,Sanchez Sandra¹²³⁴⁵,Cortigiani Mauro¹²³⁴⁵,Adamo Mauro F. A.¹²³⁴⁵^ORCID

Affiliation:

1. Centre for Synthesis and Chemical Biology (CSCB)

2. Royal College of Surgeons in Ireland (RCSI)

3. Department of Pharmaceutical and Medicinal Chemistry

4. Dublin

5. Republic of Ireland

Abstract

This work describes a two-step sequence to prepare amides in moderate enantioselectivity from azides and enolisable aldehydes that proceeds under chiral phase transfer catalysis.

Funder

Irish Research Council

Science Foundation Ireland

Publisher

Royal Society of Chemistry (RSC)

Subject

Organic Chemistry,Physical and Theoretical Chemistry,Biochemistry

Link

http://pubs.rsc.org/en/content/articlepdf/2017/OB/C7OB00799J

Reference36 articles.

1. N. Sewald and H.-D.Jakubke, Comprehensive Organic Transformations, Wiley-VCH, New York, 2nd edn, 1999

2. Amide bond formation: beyond the myth of coupling reagents

3. The thermal and boron-catalysed direct amide formation reactions: mechanistically understudied yet important processes

4. The Reactions of Aliphatic Acid Chlorides.

5. 1-Hydroxy-7-azabenzotriazole. An efficient peptide coupling additive

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