Stereoselective Synthesis of All-Carbon Tetrasubstituted Alkenes from In Situ Generated Ketenes and Organometallic Reagents

2013 ◽  
Vol 15 (7) ◽  
pp. 1610-1613 ◽  
Author(s):  
Wei You ◽  
Yan Li ◽  
M. Kevin Brown
Keyword(s):  
Stereoselective Synthesis ◽  
Organometallic Reagents

ChemInform Abstract: Stereoselective Synthesis of All-Carbon Tetrasubstituted Alkenes from in situ Generated Ketenes and Organometallic Reagents.

ChemInform ◽  
2013 ◽  
Vol 44 (32) ◽  
pp. no-no
Author(s):  
Wei You ◽  
Yan Li ◽  
M. Kevin Brown
Keyword(s):  
Stereoselective Synthesis ◽  
Organometallic Reagents

Enantioselective Multi-Component Cyclopropane Synthesis Enabled by Cu-Catalyzed Cyclopropene Carbometallation with Organoboron Reagent

2018 ◽  
Author(s):  
Zhanyu Li ◽  
Mengru Zhang ◽  
Yu Zhang ◽  
Shuang Liu ◽  
Jinbo Zhao ◽  
...  
Keyword(s):  
Carbon Source ◽  
Stereoselective Synthesis ◽  
Organometallic Reagents ◽  
Preliminary Results ◽  
Quaternary Center ◽  
Chiral Centers ◽  
Substituted Cyclopropanes ◽  
Proof Of Principle

Deployment of organoboron in lieu of the strongly basic <br>organometallic reagents as carbon source in Cu-catalyzed <br>cyclopropene carbometallation opens unprecedented three-<br>component reactivity for stereoselective synthesis of poly-substituted cyclopropanes. A proof-of-principle demonstration of this novel carbometallation strategy is presented herein for a highly convergent access to poly-substituted aminocyclopropane framework via <br>carboamination. Preliminary results on asymmetric desymmetrization with commercial bisphosphine ligands attained high levels of enantioselection, offering a straightforward access to enantioenriched aminocyclopropanes bearing all-three chiral centers, including an all-carbon quaternary center. This strategy may underpin a host of novel synthetic protocols for poly-substituted cyclopropanes. <br>

A Metal-free and β-Stereoselective Synthesis of 2-Deoxy-C-aryl Glycosides: Synthesis of 5-aza analogues of Aquayamycin

Synlett ◽  
2021 ◽  
Author(s):  
Yuling Mei ◽  
nan jiang ◽  
Yu Yang ◽  
Wan Zhang ◽  
Saifeng Qiu ◽  
...  
Keyword(s):  
Stereoselective Synthesis ◽  
Metal Free ◽  
Wide Range ◽  
One Step ◽  
Aryl Glycosides ◽  
Aryl Glycoside

A convenient protocol for β-stereoselective synthesis of 2-deoxy-C-aryl glycosides has been developed. This reaction takes place in one step by using I2/Et3SiH to activate glycosyl acetate to generate glycosyl iodide intermediate in situ, which was captured by naphthol followed by Fries-like O- → C-glycoside rearrangement to selectively afford β-C-aryl glycoside. The approach is applicable to a wide range of naphthol modules, and its utility was demonstrated in the synthesis of 5-aza analogues of Aquayamycin.

Supramolecular Control of Photocycloadditions in Solution: In Situ Stereoselective Synthesis and Release of Cyclobutanes

2019 ◽  
Vol 131 (12) ◽  
pp. 4026-4031 ◽  
Author(s):  
Li‐Li Ma ◽  
Yuan‐Yuan An ◽  
Li‐Ying Sun ◽  
Yao‐Yu Wang ◽  
F. Ekkehardt Hahn ◽  
...  
Keyword(s):  
Stereoselective Synthesis ◽  
Supramolecular Control

scholarly journals Ru-catalyzed isomerization of ω-alkenylboronates towards stereoselective synthesis of vinylboronates with subsequent in situ functionalization

2020 ◽  
Vol 11 (23) ◽  
pp. 5944-5949 ◽  
Author(s):  
Guo-Ming Ho ◽  
Lucas Segura ◽  
Ilan Marek
Keyword(s):  
Stereoselective Synthesis ◽  
In Situ Functionalization

A regio- and stereoselective ruthenium-catalyzed isomerization of ω-alkenyl boronates into stereodefined di- and trisubstituted alkenylboronate derivatives is reported.

Unprecedented One-Pot Stereoselective Synthesis of Knoevenagel-Type Derivatives­ via in situ Condensation of N-Methyleniminium Salts of Ethylenethiourea­ and Ethyleneurea with Active Methylene Reagents

Synthesis ◽  
2007 ◽  
Vol 2007 (16) ◽  
pp. 2495-2502 ◽  
Author(s):  
Angelo Ranise ◽  
Sara Cesarini ◽  
Andrea Spallarossa ◽  
Fernando Sancassan ◽  
Francesco Bondavalli ◽  
...  
Keyword(s):  
Stereoselective Synthesis ◽  
One Pot ◽  
Active Methylene

An efficient [4+3] cycloaddition reaction of aza-o-quinodimethanes with C,N-cyclic azomethine imines: stereoselective synthesis of 1,2,4-triazepines

RSC Advances ◽  
2015 ◽  
Vol 5 (94) ◽  
pp. 76696-76699 ◽  
Author(s):  
L. Chen ◽  
G. M. Yang ◽  
J. Wang ◽  
Q. F. Jia ◽  
J. Wei ◽  
...  
Keyword(s):  
Stereoselective Synthesis ◽  
Cycloaddition Reaction ◽  
Azomethine Imines

An efficient [4+3] cycloaddition reaction of in situ generated aza-o-quinodimethanes with C,N-cyclic azomethine imines has been developed.

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