Department of Organic Chemistry. Universidad Autónoma de Madrid , Cantoblanco 28049, Madrid, Spain.
J Org Chem. 2013 Nov 1;78(21):10737-46. doi: 10.1021/jo401686u. Epub 2013 Oct 18.
An asymmetric organocatalytic [3 + 3] annulation strategy based on a Michael addition/intramolecular Julia-Kocienski olefination sequence has been developed for the synthesis of 4-substituted-5-nitrocyclohex-1-ene compounds. The strategy is an alternative to the direct reluctant enantioselective Diels-Alder approach. The potential of the methodology has been demonstrated with a concise enantioselective formal synthesis of trandolapril.
一种基于迈克尔加成/分子内 Julia-Kocienski 烯烃化反应序列的不对称有机催化[3+3]环加成策略已被开发用于合成 4-取代-5-硝基环己-1-烯化合物。该策略是直接进行困难的对映选择性 Diels-Alder 反应的替代方法。该方法学的潜力已通过 trandolapril 的简洁对映选择性形式合成得到证明。
