Synthesis of bicyclic lactones via I2-mediated intramolecular tandem C-C/C-O bond formation

被引:6
|
作者
Maejima, Saki [1 ]
Osuka, Mai [1 ]
Yamaguchi, Eiji [1 ]
Itoh, Akichika [1 ]
机构
[1] Gifu Pharmaceut Univ, 1-25-4 Daigaku Nishi, Gifu 5011196, Japan
关键词
Lactones; Polycyclic compounds; Cyclization; C-C bond formation; Molecular iodine; ASYMMETRIC IODOCARBOCYCLIZATION REACTION; OXIDATIVE RADICAL CYCLIZATIONS; MANGANESE(III) ACETATE; EFFICIENT STRATEGY; MOLECULAR-IODINE; GAMMA-LACTONES; ACID; DERIVATIVES; PRECURSORS; ALKENES;
D O I
10.1016/j.tet.2018.04.081
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The iodine/DMAP-mediated intramolecular tandem C-C/C-O bond forming reaction of malonate bearing alkene moiety proceeded to give bicyclic lactones with good diastereoselectivity in good yield. The mechanistic investigation was also discussed on the basis of various control experimental results. (C) 2018 Elsevier Ltd. All rights reserved.
引用
收藏
页码:2985 / 2990
页数:6
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