scholarly journals Copper‐Catalyzed Enantio‐ and Diastereoselective Addition of Silicon Nucleophiles to 3,3‐Disubstituted Cyclopropenes

2019 ◽  
Vol 25 (63) ◽  
pp. 14304-14307 ◽  
Author(s):  
Liangliang Zhang ◽  
Martin Oestreich
Keyword(s):  
Diastereoselective Addition

O-AcylTEMPOs, a Modified and Fundamental, but Unexplored Carboxylic Derivative: Recent Progress in Synthetic Applications

2019 ◽  
Vol 23 (19) ◽  
pp. 2102-2121
Author(s):  
Hiroyuki Kawafuchi ◽  
Lijian Ma ◽  
Md Imran Hossain ◽  
Tsutomu Inokuchi
Keyword(s):  
Organic Synthesis ◽  
Recent Progress ◽  
Knoevenagel Condensation ◽  
Acid Synthesis ◽  
Amino Acid Synthesis ◽  
Electrophilic Amination ◽  
Weinreb Amides ◽  
Anionic Species ◽  
Diastereoselective Addition ◽  
Carbonyl Function

O-Acylated 2,2,6,6-tetramethylpiperidine-N-oxyls (abbr. O-AcylTEMPOs) are easily available and stable carboxylic derivatives, but their utility in organic synthesis is unexplored in contrast to analogues, such as the N-methoxy-N-methylamides, known as Weinreb amides. Especially, the O–N unit of the O-acylTEMPOs dictates a fairly electronwithdrawing character for the carbonyl function. This enhances the reactivity and stability of the resulting enolate ions. Accordingly, O-acylTEMPOs allow various transformations and this review encompasses seven topics: (1) Reactivity of O-acylTEMPOs towards nucleophiles and chemoselective transformations, (2) Reactivity of anionic species derived from O-acylTEMPOs, (3) E-Selective Knoevenagel condensation of acetoacetylTEMPOs and synthesis of furans, (4) Electrocyclization of 2,4-dienones derived from acetoacetic derivatives and 2-substituted enals, (5) Diastereoselective addition of amide anion to O-(2-alkenoyl)TEMPOs and β-amino acid synthesis, (6) Thermolysis of O-acylTEMPOs, and (7) Applications for Umpolung reactions using O-benzoylTEMPOs, useful for the electrophilic amination of alkenes and alkynes.

Diastereoselective Addition of Organometallic Reagents to Nor-Ephedrine-Derived 2-Acyl-N-Tosyl-Oxazolidines

Synlett ◽  
1995 ◽  
Vol 1995 (01) ◽  
pp. 71-73 ◽  
Author(s):  
Giovanni Poli ◽  
Elisa Maccagni ◽  
Leonardo Manzoni ◽  
Tullio Pilati ◽  
Carlo Scolastico
Keyword(s):  
Organometallic Reagents ◽  
Diastereoselective Addition

Umpolung Synthesis of Vicinal Diamines: Diastereoselective Addition of 2-Azaallyl Anions to Davis–Ellman’s Imines

2018 ◽  
Vol 20 (17) ◽  
pp. 5423-5426 ◽  
Author(s):  
Leleti Rajender Reddy ◽  
Sharadsrikar Kotturi ◽  
Rajesh Shenoy ◽  
Kumara Swamy Nalivela ◽  
Chirag Patel ◽  
...  
Keyword(s):  
Diastereoselective Addition ◽  
Vicinal Diamines

Diastereoselective addition of an NiII complex of a Schiff base of glycine with (S)-2-[N-(N-benzylprolyl)amino]benzophenone to the C=C bond of ethyl α-bromoacrylate

2005 ◽  
Vol 54 (4) ◽  
pp. 981-987 ◽  
Author(s):  
Yu. N. Belokon' ◽  
V. I. Maleev ◽  
T. F. Savel'eva ◽  
M. A. Moskalenko ◽  
D. A. Pripadchev ◽  
...  
Keyword(s):  
Schiff Base ◽  
Niii Complex ◽  
Diastereoselective Addition
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