Carbocyclic C‐C Bond Formation: Intramolecular Radical Ring Closure to Yield Diastereomerically Pure ( 7′S ‐Me‐ or 7′R ‐Me‐) Carba‐LNA Nucleotide Analogs

2017 ◽  
Vol 69 (1) ◽  
Author(s):  
Oleksandr Plashkevych ◽  
Ram Shankar Upadhayaya ◽  
Jyoti Chattopadhyaya
2009 ◽  
Vol 11 (21) ◽  
pp. 4978-4981 ◽  
Author(s):  
Zhidan Liang ◽  
Weizhe Hou ◽  
Yunfei Du ◽  
Yongliang Zhang ◽  
Yan Pan ◽  
...  

2011 ◽  
Vol 133 (32) ◽  
pp. 12608-12623 ◽  
Author(s):  
Igor V. Alabugin ◽  
Kerry Gilmore ◽  
Mariappan Manoharan
Keyword(s):  

Tetrahedron ◽  
1985 ◽  
Vol 41 (19) ◽  
pp. 3925-3941 ◽  
Author(s):  
Athelstan L.J. Beckwith ◽  
Carl H. Schiesser

Synthesis ◽  
2020 ◽  
Vol 52 (07) ◽  
pp. 1035-1046 ◽  
Author(s):  
Meng-Yang Chang ◽  
Shin-Mei Chen ◽  
Yu-Ting Hsiao

Trifluoroacetic anhydride mediated one-pot intermolecular formal (4+2) benzannulation of oxygenated arylacetic acids with alkyl aryl ketones provides 4-aryl-2-arylacetoxynaphthalenes in moderate to good yields in the presence of H3PO4 in an open-vessel in a straightforward procedure. A plausible mechanism is proposed and discussed. This protocol provides a highly effective ring-closure via two carbon–carbon (C–C) and one carbon–oxygen (C–O) bond-formation events.


1981 ◽  
Vol 12 (46) ◽  
Author(s):  
A. L. J. BECKWITH ◽  
G. PHILLIPOU ◽  
A. K. SERELIS
Keyword(s):  

2013 ◽  
Vol 85 (6) ◽  
pp. 1149-1160 ◽  
Author(s):  
Minoru Isobe

Trimethylzincate is known to react through conjugate addition to α,β-unsaturated ketones, but adds much faster to α,β-unsaturated esters at low temperatures. Since the intermediate zinc enolate behaves differently from that of dimethylcuprate, it offers scope for application in a partial synthesis of gibberellin A3. A second example involving vinylsulfones having an oxygen atom on the γ-carbon strongly directs incoming nucleophiles in conjugate addition mode. Heteroatom-directed conjugate addition (HADCA) provides very reactive carbanion intermediates leading to cyclobutane ring formation, necessary for synthesis of solanoeclepin A. An alternative reaction for the four-membered carbocyclic ring closure was explored to make a bond formation between the propargylic cation of Nicholas type and allyltrimethylsilane nucleophile of Hosomi–Sakurai type. This method allowed a formation of tricyclo[5.2.1.01,6]decene framework.


1988 ◽  
Vol 71 (2) ◽  
pp. 502-506 ◽  
Author(s):  
Ren� Kiesewetter ◽  
Alan Graff ◽  
Paul Margaretha
Keyword(s):  

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