Feasibility study on the reaction of 1,4-diazabicyclo[2.2.2]octane (DABCO) with (L-Serine-L-Serine) and (L-Phenylalanine-L-Serine) diketopiperazines

Current Chemistry Letters

关键词: 2;    5-Diketopiperazine (DKP);    Isomerization;    1;    4-diazabicyclo[2.2.2]octane (DABCO);    Enol tosylate;    Bis-Ylidiene;   

DOI  :  10.5267/j.ccl.2016.7.003

来源: DOAJ

【 摘 要 】

This paper summarizes the reaction of DABCO with the enol tosylate derivatives made from (L-Ser-L-Ser) and (L-Phe-L-Ser) diketopiperazines (DKP’s). The reaction between DABCO and EE-di-tosylate (L-Ser-L-Ser) DKP (2), results in the isomerization of the serine di-tosylate from EE-2 to ZZ-2. This is the first direct example of the utility of DABCO as a reagent demonstrating the successful isomerization in a DKP derivative. The E-enol tosylate of (L-Phe-L-Ser) DKP (4) upon reaction with DABCO provided a unique bis-ylidiene product (5).

【 授权许可】

Unknown