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ۼ : 17-07-20 15:08
[2017.07]ȯ Diastereo- and Enantioselective Synthesis of -Aminoboronate Esters by Copper(I)-Catalyzed 1,2-Addition of 1,1-Bis[(pinacolato)boryl]alkanes to Imines
 ۾ :
ȸ : 209  


Diastereo- and Enantioselective Synthesis of b-Aminoboronate Esters by Copper(I)-Catalyzed 1,2-Addition of 1,1-Bis[(pinacolato)boryl]alkanes to Imines


Jeongho Kim, Kwangwook Ko, and Seung Hwan Cho*

 

We report an efficient Cu(I)-catalytic system for the diastereo- and enantioselective 1,2-addition of 1,1-bis[(pinacolato)boryl]alkanes to protected imines to afford synthetically valuable enantioenriched b-aminoboron compounds bearing contiguous stereogenic centers. The reaction exhibits a broad scope with respect to protected imines and 1,1-bis[(pinacolato)boryl]alkanes, providing b-aminoboronate esters with excellent diastereo- and enantioselectivity. The synthetic utility of the obtained b-aminoboronate ester was also demonstrated.

 

Ű b-ƹ̳ؼ Ȱ ȭչ ߿ ̷ ִ.  ̷ Ű b-ƹ̳ؼ ȭչ ռϱ ݱ پ ٹ Ǿ, κ , ģ ǿ Ѱ .

츮 ˸ŷ Ű 带 Ͽ, ̹ȭչ 1,1-ų̺ؼ ȭչ 1,2-÷ ſ ̼ü (enatioselective)̸鼭 κ ü (diastereoselective) b-ƹ̳ؼ ȭչ ռϴ Ͽ. 츮 ռ b-ƹ̳ؼ ȭչ ̿Ͽ پ ȭչ ȯ b-ƹ̳ؼ ȭչ ռ 뼺 Ͽ. ̷ ȭ м ȰԹɹ" (Angew. Chem., Int, Ed.) ȮǾ.


 
 

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72 [2017.07]ȯ Diastereo- and Enantioselective Synthesis of -Aminoboronate Esters by Copper(I)-Catalyzed 1,2-Addition of 1,1-Bis[(pinacolato)boryl]alkanes to Imines 07-20 210
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