Synthesis ( IF 2.2 ) Pub Date : 2017-08-24 , DOI: 10.1055/s-0036-1590887 Paul Knochel , Alicia Castelló-Micó
Abstract
Polyfunctional silylated cyanohydrins are readily magnesiated or zincated with TMPMgCl·LiCl or TMP2Zn·2MgCl2·2LiCl leading to the corresponding metallated derivatives. These Mg- or Zn-derivatives react with various electrophiles such as benzylic bromides, allylic bromides, acid chlorides, aldehydes, NCCO2Et, or MeSO2SMe. Subsequently, TBAF-deprotection provides the corresponding keto or 1,2-diketo derivatives.
Polyfunctional silylated cyanohydrins are readily magnesiated or zincated with TMPMgCl·LiCl or TMP2Zn·2MgCl2·2LiCl leading to the corresponding metallated derivatives. These Mg- or Zn-derivatives react with various electrophiles such as benzylic bromides, allylic bromides, acid chlorides, aldehydes, NCCO2Et, or MeSO2SMe. Subsequently, TBAF-deprotection provides the corresponding keto or 1,2-diketo derivatives.
中文翻译:
使用TMP碱对功能化的甲硅烷基化氰醇的锌离子和镁离子的放大作用
摘要
多官能甲硅烷基化的氰醇很容易用TMPMgCl·LiCl或TMP 2 Zn·2MgCl 2 ·2LiCl镁化或镀锌,生成相应的金属化衍生物。这些Mg或Zn衍生物与各种亲电试剂反应,例如苄基溴化物,烯丙基溴化物,酰氯,醛,NCCO 2 Et或MeSO 2 SMe。随后,TBAF-脱保护提供相应的酮或1,2-二酮衍生物。
多官能甲硅烷基化的氰醇很容易用TMPMgCl·LiCl或TMP 2 Zn·2MgCl 2 ·2LiCl镁化或镀锌,生成相应的金属化衍生物。这些Mg或Zn衍生物与各种亲电试剂反应,例如苄基溴化物,烯丙基溴化物,酰氯,醛,NCCO 2 Et或MeSO 2 SMe。随后,TBAF-脱保护提供相应的酮或1,2-二酮衍生物。