Enantioselective Decarboxylative Mannich Reaction of β-Keto acids with C-Alkynyl N-Boc N,O-Acetals: Access to Chiral β-Keto Propargylamines

2021 ◽  
Author(s):  
Congcong Zhang ◽  
Lijun Chen ◽  
baochun shen ◽  
Huiding Xie ◽  
Wei Li ◽  
...  
Keyword(s):  
Mannich Reaction ◽  
Multifunctional Compounds ◽  
Keto Acids ◽  
Synthetic Approaches

The chiral keto-substituted propargylamines are an essential class of multifunctional compounds in the field of organic and pharmaceutical synthesis and have attracted considerable attention, but the related synthetic approaches remain...

A Highly Diastereoselective Decarboxylative Mannich Reaction of β-Keto Acids with Optically Active N-Sulfinyl α-Imino Esters

2012 ◽  
Vol 14 (12) ◽  
pp. 3092-3095 ◽  
Author(s):  
Cui-Feng Yang ◽  
Chen Shen ◽  
Jian-Yong Wang ◽  
Shi-Kai Tian
Keyword(s):  
Mannich Reaction ◽  
Optically Active ◽  
Keto Acids ◽  
Imino Esters

scholarly journals Asymmetric organocatalytic decarboxylative Mannich reaction using β-keto acids: A new protocol for the synthesis of chiral β-amino ketones

2012 ◽  
Vol 8 ◽  
pp. 1279-1283 ◽  
Author(s):  
Chunhui Jiang ◽  
Fangrui Zhong ◽  
Yixin Lu
Keyword(s):  
Mannich Reaction ◽  
Keto Acids

The first decarboxylative Mannich reaction employing β-keto acids, catalyzed by cinchonine-derived bifunctional thiourea catalyst has been described. The desired β-amino ketones were obtained in excellent yields and with moderate to good enantioselectivities.

Ni-catalyzed asymmetric decarboxylative Mannich reaction for the synthesis of β-trifluoromethyl-β-amino ketones

RSC Advances ◽  
2015 ◽  
Vol 5 (34) ◽  
pp. 26811-26814 ◽  
Author(s):  
Ping Qian ◽  
Yanling Dai ◽  
Haibo Mei ◽  
Vadim A. Soloshonok ◽  
Jianlin Han ◽  
...  
Keyword(s):  
Mannich Reaction ◽  
Keto Acids

A Ni-catalyzed asymmetric decarboxylative Mannich reaction between (Ss)-N-t-butylsulfinyl-3,3,3-trifluoro-acetaldimine and β-keto-acids was reported, affording β-trifluoromethyl-β-amino ketones with excellent yields and diastereoselectivities.

Plant growth regulators in Eucalyptus grandis. V. Synthesis of the G-regulators

1982 ◽  
Vol 35 (7) ◽  
pp. 1421 ◽  
Author(s):  
ML Bolte ◽  
WD Crow ◽  
S Yoshida
Keyword(s):  
Hydrogen Bonding ◽  
Plant Growth ◽  
Growth Regulators ◽  
Mannich Reaction ◽  
Mannich Base ◽  
Eucalyptus Grandis ◽  
High Yield ◽  
Aqueous Acid ◽  
The Mannich Reaction ◽  
Synthetic Approaches

Problems associated with earlier synthetic approaches to the G-regulators have been overcome by the use of the Mannich reaction in aprotic media. Under these conditions the Mannich base formed from the reaction of 1,3-diketones and aldehydes is stabilized by internal hydrogen bonding and can be isolated in high yield. In aqueous acid rapid elimination occurs to give the 2-methylene 1,3-diketones, which first enolize then add oxygen to generate the G-regulator structure. The steric limitations of the reactions are examined.

Pyridyl disulfide-based thiol–disulfide exchange reaction: shaping the design of redox-responsive polymeric materials

2020 ◽  
Vol 11 (48) ◽  
pp. 7603-7624
Author(s):  
Ismail Altinbasak ◽  
Mehmet Arslan ◽  
Rana Sanyal ◽  
Amitav Sanyal
Keyword(s):  
Exchange Reaction ◽  
Functional Materials ◽  
Polymeric Materials ◽  
Disulfide Exchange ◽  
Redox Responsive ◽  
Synthetic Approaches

This review provides an overview of synthetic approaches utilized to incorporate the thiol-reactive pyridyl-disulfide motif into various polymeric materials, and briefly highlights its utilization to obtain functional materials.

Non-Steroidal Anti-inflammatory Drugs (NSAIDs): Synthesis of Ibuprofen, Naproxen and Nabumetone

2019 ◽  
pp. 19-27
Keyword(s):  
Review Paper ◽  
Inflammatory Drugs ◽  
Anti Inflammatory ◽  
Synthetic Approaches

This review paper covers the major synthetic approaches attempted towards the synthesis of some Non-Steroidal Anti-Inflammatory Drugs (Naproxen, Ibuprofen and Nabumetone)

Aryl-substituted Triarsiranes: Synthesis and Reactivity

2020 ◽  
Author(s):  
André Schumann ◽  
Jonas Bresien ◽  
Malte Fischer ◽  
Christian Hering-Junghans
Keyword(s):  
Organic Chemistry ◽  
Electronic Structure ◽  
Heterocyclic Carbenes ◽  
Synthetic Approaches ◽  
Inorganic And Organic

Cyclotriarsanes are rare and limited synthetic approaches have hampered reactivity studies on these systems. Described in here is a scalable synthetic protocol towards (AsAr)<sub>3</sub> (Ar = Dip, 2,6-<sup>i</sup>Pr<sub>2</sub>-C<sub>6</sub>H<sub>3</sub>; Tip, 2,4,6-<sup>i</sup>Pr<sub>3</sub>-C<sub>6</sub>H<sub>2</sub>), which allowed to study their reactivity towards [Cp<sub>2</sub>Ti(C<sub>2</sub>(SiMe<sub>3</sub>)<sub>2</sub>], affording titanocene diarsene complexes and towards N-heterocyclic carbenes (NHCs) to give straightforward access to a variety of NHC-arsinidene adducts. The electronic structure of the titanium diarsene complxes has been studied and they are best described as Ti(IV) species with a doubly reduced As<sub>2</sub>Ar<sub>2</sub> ligand. These findings will make (AsAr)<sub>3</sub> valuable precursors in the synthetic inorganic and organic chemistry.

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