Stereoselective Synthesis of α,α‐Chlorofluoro Carbonyl Compounds Leading to the Construction of Fluorinated Chiral Quaternary Carbon Centers

2008 ◽  
Vol 120 (31) ◽  
pp. 5880-5882 ◽  
Author(s):  
Kazutaka Shibatomi ◽  
Hisashi Yamamoto
Keyword(s):  
Carbonyl Compounds ◽  
Stereoselective Synthesis ◽  
Quaternary Carbon ◽  
Carbon Centers

scholarly journals Directed, Nickel-Catalyzed Umpolung 1,2-Carboamination of Alkenyl Carbonyl Compounds

2018 ◽  
Author(s):  
Vincent van der Puyl ◽  
Joseph Derosa ◽  
Keary Engle
Keyword(s):  
Amino Acid ◽  
Tertiary Amine ◽  
Carbonyl Compounds ◽  
Amino Acid Derivatives ◽  
Quaternary Carbon ◽  
Carbon Centers ◽  
Two Component ◽  
Directing Group

We report a regioselective, nickel-catalyzed <i>syn</i>-1,2-carboamination of non-conjugated alkenyl carbonyl compounds with <i>O</i>-benzoyl hydroxylamine (N–O) electrophiles and aryl/alkylzinc nucleophiles to afford β- and γ-amino acid derivatives. This method enables preparation of products containing structurally diverse tertiary amine motifs, including heterocycles, and can also be used to form quaternary carbon centers. The reaction takes advantage of a tethered 8-aminoquinoline directing group to control the regiochemical outcome and suppress two-component coupling between the N–O electrophile and organozinc nucleophile.

Stereoselective synthesis of organosulfur compounds incorporating N-aromatic heterocyclic motifs and quaternary carbon centers via a sulfa-Michael triggered tandem reaction

2015 ◽  
Vol 51 (47) ◽  
pp. 9714-9717 ◽  
Author(s):  
Tianyou Qin ◽  
Lu Cheng ◽  
Sean Xiao-An Zhang ◽  
Weiwei Liao
Keyword(s):  
Michael Addition ◽  
Stereoselective Synthesis ◽  
Tandem Reaction ◽  
Organosulfur Compounds ◽  
The Novel ◽  
Quaternary Carbon ◽  
Carbon Centers ◽  
Aromatic Heterocyclic

The novel sulfa-Michael addition (SMA)-triggered tandem reaction was developed by combining a SMA reaction with a simultaneous rearomatization process.

scholarly journals Directed, Nickel-Catalyzed Umpolung 1,2-Carboamination of Alkenyl Carbonyl Compounds

2018 ◽  
Author(s):  
Vincent van der Puyl ◽  
Joseph Derosa ◽  
Keary Engle
Keyword(s):  
Amino Acid ◽  
Tertiary Amine ◽  
Carbonyl Compounds ◽  
Amino Acid Derivatives ◽  
Quaternary Carbon ◽  
Carbon Centers ◽  
Two Component ◽  
Directing Group

We report a regioselective, nickel-catalyzed <i>syn</i>-1,2-carboamination of non-conjugated alkenyl carbonyl compounds with <i>O</i>-benzoyl hydroxylamine (N–O) electrophiles and aryl/alkylzinc nucleophiles to afford β- and γ-amino acid derivatives. This method enables preparation of products containing structurally diverse tertiary amine motifs, including heterocycles, and can also be used to form quaternary carbon centers. The reaction takes advantage of a tethered 8-aminoquinoline directing group to control the regiochemical outcome and suppress two-component coupling between the N–O electrophile and organozinc nucleophile.

ChemInform Abstract: Acid-Promoted Rearrangement of Cyclic α,β-Epoxy Acylates: Stereoselective Synthesis of Spirocyclanes and Quaternary Carbon Centers.

ChemInform ◽  
2010 ◽  
Vol 28 (52) ◽  
pp. no-no
Author(s):  
Y. KITA ◽  
S. KITAGAKI ◽  
Y. YOSHIDA ◽  
S. MIHARA ◽  
D.-F. FANG ◽  
...  
Keyword(s):  
Stereoselective Synthesis ◽  
Quaternary Carbon ◽  
Carbon Centers

Acid-Promoted Rearrangement of Cyclic α,β-Epoxy Acylates:  Stereoselective Synthesis of Spirocyclanes and Quaternary Carbon Centers

1997 ◽  
Vol 62 (15) ◽  
pp. 4991-4997 ◽  
Author(s):  
Yasuyuki Kita ◽  
Shinji Kitagaki ◽  
Yutaka Yoshida ◽  
Sachiko Mihara ◽  
Dai-Fei Fang ◽  
...  
Keyword(s):  
Stereoselective Synthesis ◽  
Quaternary Carbon ◽  
Carbon Centers
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