Access to the Pyrroloindoline Core via [3+2] Annulation as well as the Application in the Synthetic Approach to (±)-Minfiensine

被引:95
作者
Ji, Wenzhi [1 ]
Yao, Licheng [1 ]
Liao, Xuebin [1 ]
机构
[1] Tsinghua Univ, Dept Pharmacol & Pharmaceut Sci, Sch Med, Collaborat Innovat Ctr Diag & Treatment Infect Di, Beijing 100084, Peoples R China
关键词
ENANTIOSELECTIVE TOTAL-SYNTHESIS; IMINIUM ION CYCLIZATION; CONCISE TOTAL-SYNTHESIS; CYCLOADDITION REACTIONS; CONSTRUCTION; INDOLES; CASCADE; CYCLOPENTANNULATION; TRYPTAMINES; MINFIENSINE;
D O I
10.1021/acs.orglett.5b03421
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A [3 + 2] formal cycloaddition reaction using aza-oxyallyl cation as a synthetic synthon was developed to construct the pyrroloindololine core. With this novel method, a variety of C3-substituted indoles were readily converted into the corresponding pyrroloindoline analogues at room temperature in the mixed solvents. To further demonstrate the utility of this method, a synthetic approach to the total synthesis of (+/-)-minfiensine was developed in quite concise fashion.
引用
收藏
页码:628 / 630
页数:3
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