Increasing the reactivity of amides towards organometallic reagents: an overview

V Pace, W Holzer, B Olofsson - Advanced Synthesis & Catalysis, 2014 - Wiley Online Library
The nucleophilic addition of carbon nucleophiles to amides has traditionally been a difficult
task, both due to reactivity and selectivity problems. When successful, these processes …

Impact of ethylene on efficiency and stereocontrol in olefin metathesis: when to add it, when to remove it, and when to avoid it

AH Hoveyda, Z Liu, C Qin, T Koengeter… - Angewandte …, 2020 - Wiley Online Library
Ethylene is the byproduct of olefin metathesis reactions that involve one or more terminal
alkenes. Its volatility is one reason why many cross‐metathesis or ring‐closing metathesis …

Direct transformations of amides: tactics and recent progress

PQ Huang - Acta Chimica Sinica, 2018 - sioc-journal.cn
Amides are a class of easily available compounds, and widely serve as versatile
intermediates in organic synthesis and medicinal chemistry. Amide-based transformations …

Total synthesis of complex alkaloids by nucleophilic addition to amides

T Sato, M Yoritate, H Tajima, N Chida - Organic & biomolecular …, 2018 - pubs.rsc.org
Nucleophilic addition to amides has been recognized as a promising transformation for total
synthesis of complex alkaloids. Amides can accept two different organometallic reagents …

Total Synthesis of (±)‐Gephyrotoxin by Amide‐Selective Reductive Nucleophilic Addition

K Shirokane, T Wada, M Yoritate… - Angewandte …, 2014 - Wiley Online Library
A chemoselective approach for the total synthesis of (±)‐gephyrotoxin has been developed.
The key to success was the utilization of N‐methoxyamides, which enabled the direct …

Iridium-Catalyzed Chemoselective Reductive Nucleophilic Addition to N-Methoxyamides

M Nakajima, T Sato, N Chida - Organic letters, 2015 - ACS Publications
Iridium-catalyzed reductive nucleophilic addition to N-methoxyamides is reported. The
reaction took place in high yields in the presence of a variety of sensitive functional groups …

[HTML][HTML] Recent applications of ring-rearrangement metathesis in organic synthesis

S Kotha, M Meshram, P Khedkar… - Beilstein Journal of …, 2015 - beilstein-journals.org
Ring-rearrangement metathesis (RRM) involves multiple metathesis processes such as ring-
opening metathesis (ROM)/ring-closing metathesis (RCM) in a one-pot operation to …

Nucleophilic addition to N-alkoxyamides

T Sato, N Chida - Organic & Biomolecular Chemistry, 2014 - pubs.rsc.org
An amide group is one of the most abundant functional groups in organic synthesis.
However, nucleophilic addition to amide carbonyls has received less attention than their …

Generation and trapping of nitrosocarbonyl intermediates

MG Memeo, P Quadrelli - Chemical reviews, 2017 - ACS Publications
The nitrosocarbonyls (R–CONO) are highly reactive species and remarkable intermediates
toward different synthetic targets. This review will cover a research area whose impact in …

Chemoselective Reductive Nucleophilic Addition to Tertiary Amides, Secondary Amides, and N‐Methoxyamides

M Nakajima, Y Oda, T Wada… - … A European Journal, 2014 - Wiley Online Library
As the complexity of targeted molecules increases in modern organic synthesis,
chemoselectivity is recognized as an important factor in the development of new …