Trifluoromethyl syn- or anti-γ-amino alcohols by one-pot solvent-free Mannich-type reactions under temperature control-Reference-Cited by-同舟云学术

Trifluoromethyl syn- or anti-γ-amino alcohols by one-pot solvent-free Mannich-type reactions under temperature control

Published:2015 Issue:37 Volume:5 Page:29312-29318
ISSN:2046-2069
Container-title:RSC Advances
language:en
Short-container-title:RSC Adv.

Author:

Fioravanti Stefania¹²³⁴,Parise Luca¹²³⁴,Pelagalli Alessia¹²³⁴,Pellacani Lucio¹²³⁴,Trulli Laura¹²³⁴

Affiliation:

1. Dipartimento di Chimica

2. Università degli Studi di Roma “La Sapienza”

3. I-00185 Roma

4. Italy

Abstract

A highly diastereoselective synthesis of fluorinated syn- or anti-γ-amino alcohols was reported by a simple and environmentally benign methodology. Unexpectedly, a strong influence of the reaction conditions on the facial selective attack was found.

Publisher

Royal Society of Chemistry (RSC)

Subject

General Chemical Engineering,General Chemistry

Link

http://pubs.rsc.org/en/content/articlepdf/2015/RA/C5RA01791B

Reference56 articles.

1. M. Benohoud and Y.Hayashi, Enamine Catalysis of Mannich Reactions, in Science of Synthesis, Asymmetric Organocatalysis 1; Lewis Base and Acid Catalysts, ed. B. List, Georg Thieme Verlag KG, Stuttgart, 2012, p. 73

2. Organocatalytic Asymmetric Mannich Reactions: New Methodology, Catalyst Design, and Synthetic Applications

3. Catalytic Enantioselective Formation of C−C Bonds by Addition to Imines and Hydrazones: A Ten-Year Update

4. Nitrogen-Containing Organofluorine Derivatives: An Overview

5. Catalytic asymmetric direct Mannich reaction: a powerful tool for the synthesis of α,β-diamino acids

Cited by 9 articles. 订阅此论文施引文献订阅此论文施引文献，注册后可以免费订阅5篇论文的施引文献，订阅后可以查看论文全部施引文献

1. Catalytic stereoselective Mannich-type reactions for construction of fluorinated compounds;Molecular Diversity;2021-07-06

2. Selective Synthesis of Trifluoromethyl β-Lactams by a Zn-Promoted 2-Bromo Ester Addition onC-CF3-Substituted Aldimines;European Journal of Organic Chemistry;2018-05-18

3. In Pursuit of β-Amino-α-nitro-β-(trifluoromethyl) Ketones: Nitro-Mannich versus Mannich-Type Reactions;European Journal of Organic Chemistry;2017-06-21

4. Trifluoromethyl aldimines: an overview in the last ten years;Tetrahedron;2016-07

5. One-Pot Synthesis of Functionalized β-Fluoroalkylated Mannich-Type Products from N-Aryl N,O-Acetals;Synthesis;2016-01-26