Mannich-type Reactions of in Situ Generated N-Acyliminium Ions from α-Amido p-Tolylsulfones with Silyl Enolates

Bulletin of the Korean chemical society

Sang-Hyeup Lee Santosh T. Kadam¹ 

关键词: -Amido p-tolylsulfone;    Cbz-Protected -amino ketone;    N-Acyliminium ion;    Mannich-type reaction;   

DOI  :  

学科分类：化学（综合）

来源: Korean Chemical Society

【 摘 要 】

Bismuth tribromide (BiBr3) catalyzed Mannich-type reactions of N-acyliminium ions which generated in situ from N-benzyloxycarbonylamino p-tolylsulfones have been developed. In the presence of catalytic amount of BiBr3, N-benzyloxycarbonylamino p-tolylsulfones prepared from aromatic and aliphatic aldehydes reacted with silyl enol ether and silyl enol ester under mild reaction conditions to afford N-Cbz-protected β-amino ketones and N-Cbz-protected β-amino esters in moderate to good yield, respectively.

【 授权许可】

Unknown