N-trimethylsilyl bis(trifluoromethanesulfonyl)imide (TMSNTf₂) was readily prepared in situ by protodesilylation of trimethylsilane, allyl- or phenyltrimethylsilane with bis(trifluoromethylsulfonyl)imide. NMR studies showed that TMSNTf₂ was much more effective than TMSOTf in complexing the carbonyl group of trans-methylcrotonate. As a result, TMSNTf₂ was found to be superior to TMSOTf as a catalyst for the Diels–Alder reaction of α,β-unsaturated esters with a wide variety of dienes. In contrast to many metal derived Lewis acids, TMSNTf₂ was found tolerant of many sensitive functional groups present in the diene partner.

中文翻译：

---

三甲基甲硅烷基双（三氟甲磺酰基）亚胺作为Diels-Alder反应的耐受性和环境友好的路易斯酸催化剂

N-三甲基甲硅烷基双（三氟甲磺酰基）酰亚胺（TMSNTf ₂）很容易通过三甲基硅烷，烯丙基或苯基三甲基硅烷与双（三氟甲基磺酰基）酰亚胺的去甲硅烷基化反应原位制备。NMR研究表明，TMSNTf ₂在络合反丁烯酸甲酯的羰基方面比TMSOTf有效得多。结果，发现TMSNTf ₂作为α，β-不饱和酯与各种二烯的Diels-Alder反应的催化剂优于TMSOTf。与许多金属衍生的路易斯酸相反，发现TMSNTf ₂可以耐受二烯配偶体中存在的许多敏感官能团。