michael addition reaction
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2021 ◽  
Vol 6 (48) ◽  
pp. 14077-14081
Snigdha Rani Patra ◽  
Munmun Choudhary ◽  
Sadhucharan Mallick ◽  
Sabyasachi Bhunia ◽  
Debjit Das

2021 ◽  
Vol 6 (43) ◽  
pp. 11971-11979
Mahmoud A. Abdelkawy ◽  
Christopher Davin ◽  
El‐Saied A. Aly ◽  
Mahmoud A. El‐Badawi ◽  
Shinichi Itsuno

Catalysts ◽  
2021 ◽  
Vol 11 (11) ◽  
pp. 1369
Na Liu ◽  
Xinyue Zhou ◽  
Li Zhou ◽  
Zongquan Wu

a novel diazoacetate monomer (1) carrying tert-butyloxycarboryl (Boc) protected D-prolinol ester was designed and synthesized successfully. Molecular weight-controlled polymerization of 1 using the complex of π-allylPdCl coordinated Wei-phos (LR) ligand gives a series of helical polycarbenes (poly-1ms) with well-defined molecular weights (Mns) and low polydispersity (Mw/Mns). Removing the protecting Boc groups on the D-prolinol ester pendants leads to the formation of helical poly-1m-As, which showed high optical activity. Furthermore, the poly-1m-As showed high catalytic ability on asymmetric Michael addition reaction (up to 76% ee and 94/6 dr). Both the enantioselectivity and diastereoselectivity of the Michael addition reaction were increased comparing to D-prolinol as catalyst. Moreover, the helical polycarbene catalyst can be easily recovered and reused at least four times without significant loss of its enantioselectivity and diastereoselectivity.

Molecules ◽  
2021 ◽  
Vol 26 (17) ◽  
pp. 5146
Xiao-Yan Dong ◽  
Da-Ming Du

In this paper, the organocatalytic asymmetric 1,4-Michael addition reaction of azadienes and α-thiocyanoindanones was investigated. A series of chiral benzofuran compounds containing thiocyano group and quaternary carbon center were synthesized in moderate yields with good enantioselectivities (up to 90:10 er) and high diastereoselectivities (up to >95:5 dr). This is the first case of 1,4-Michael addition reaction using α-thiocyanoindanones to obtain a series of chiral thiocyano compounds and further broaden the scope of application of azadiene substrates. In addition, a possible reaction mechanism is also described in the article.

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