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ۼ : 16-01-28 11:40
[16.01]ȯ -Synthesis of Branched Alkylboronates by Copper-Catalyzed Allylic Substitution Reactions of Allylic Chlorides with 1,1-Diborylalkanes
 ۾ :
ȸ : 1,758  

Synthesis of Branched Alkylboronates by Copper-Catalyzed Allylic Substitution Reactions of Allylic Chlorides with 1,1-Diborylalkanes

 


-Junghoon Kim, Sangwoo Park, Jinyoung Park,  Seung Hwan Cho*

 


Reported herein is a copper-catalyzed SN2-selective allylic substitution reaction using readily accessible allylic chlorides and 1,1-diborylalkanes, a reaction which proceeds with chemoselective CB bond activation of the 1,1-diborylalkanes. In the presence of a catalytic amount of [Cu(IMes)Cl] [IMes=1,3-bis(2,4,6-trimethylphenyl)imidazole-2-ylidene] and LiOtBu as a base, a range of primary and secondary allylic chlorides undergo the SN2-selective allylic substitution reaction to produce branched alkylboronates. The synthetic utilities of the obtained alkylboronates are also presented.

 

˸ȭ ġȯ ź-ź ȭչ ϴµ ߿ ̴Ư ˸ ˸ȭ ġȯ ڸ ü ϴ ȭ о߿ ߿

̿ ˸ſ N-heterocyclic carbene   1,1-ų ̺ؼ ȭչ ؼ ۿ⸦ ȭ Ȱȭ Ͽ ˸ڸ ȭչ ڸ ˸ȭ ġȯ Ͽ

˸ȭ ġȯ Ī ռ о߷ Ȯ   κ ü ü ȭչ ռϴµ ο ɼ Ͽ

̷ ȭ ȰԹɹ (Angewandte Chemie) ȮǾ.


 
 

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