A Radical Carbon-carbon Bond Forming Reaction: Indium Mediated Radical Addition to β-Substituted Conjugated Alkenes in Aqueous Media

Synlett ◽  
2002 ◽  
Vol 2002 (04) ◽  
pp. 0631-0633 ◽  
Author(s):  
Doo Ok Jang ◽  
Dae Hyan Cho
Synlett ◽  
2013 ◽  
Vol 24 (12) ◽  
pp. 1578-1582 ◽  
Author(s):  
Shigeru Kohtani ◽  
Hideto Miyabe ◽  
Eito Yoshioka ◽  
Eri Tanaka

ChemInform ◽  
2003 ◽  
Vol 34 (48) ◽  
Author(s):  
Hideto Miyabe ◽  
Masafumi Ueda ◽  
Kayoko Fujii ◽  
Azusa Nishimura ◽  
Takeaki Naito

2003 ◽  
Vol 68 (14) ◽  
pp. 5618-5626 ◽  
Author(s):  
Hideto Miyabe ◽  
Masafumi Ueda ◽  
Kayoko Fujii ◽  
Azusa Nishimura ◽  
Takeaki Naito

Molecules ◽  
2021 ◽  
Vol 26 (17) ◽  
pp. 5166
Author(s):  
Dominika Iwan ◽  
Karolina Kamińska ◽  
Elżbieta Wojaczyńska

Carbon–carbon bond forming reactions, such as aldol reaction and condensation, belong to extremely desired transformations as manifested by >25,000 entries in SciFinder. Their stereoselective variant requires the use of an appropriate catalyst with a strictly defined structure. Hence, chiral 2-azabicycloalkane-based catalysts were designed, synthesized and tested in a stereoselective aldol reaction between cyclic/acyclic ketone and p-nitrobenzaldehyde both in organic and aqueous media. Among catalysts containing a chiral bicyclic backbone, amide based on 2-azabicyclo[3.2.1]octane and pyrrolidine units showed the best catalytic activity and afforded aldol product in excellent chemical yields (up to 95%) and good diastereo- and enantioselectivity (dr 22:78, ee up to 63%).


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