Synthesis of Enones and Cyclopropanes by the Reaction of Telluronium Ylides Generated from Bis(2-oxoalkyl)tellurium Dichlorides
作者:Li-Biao Han、Nobuaki Kambe、Ilhyong Ryu、Noboru Sonoda
DOI:10.1246/cl.1993.561
日期:1993.3
The reaction of bis(2-oxoalkyl)tellurium dichlorides (1) with a base gave either 1,4-dioxo-2-alkenes or 1,2,3-triacylcyclopropanes depending on the conditions employed. The reaction of 1 with LDA followed by the addition of an aldehyde led to the Wittig-type olefination to give E-α,β-unsaturated ketones in good yields. The cyclopropanes and 1,4-dioxo-2-alkenes could also be synthesized conveniently
取决于所采用的条件,双(2-氧代烷基)二氯化碲(1)与碱的反应产生1,4-二氧代-2-烯烃或1,2,3-三酰基环丙烷。1 与 LDA 反应,然后加入醛,导致 Wittig 型烯化,以良好的收率得到 E-α,β-不饱和酮。环丙烷和 1,4-二氧-2-烯烃也可以在 TeCl4 和 LDA 的帮助下,由相应的酮通过一锅法方便地合成。