Diastereoselective Synthesis of Multisubstituted Chroman Derivatives via Iminium Formation/Morita-Baylis-Hillman Reaction/Oxa-Michael Reaction Sequence

被引:1
|
作者
Ido, Natsuki [1 ]
Mori, Keiji [1 ]
机构
[1] Tokyo Univ Agr & Technol, Dept Appl Chem, Grad Sch Engn, 2-24-16 Nakacho, Koganei, Tokyo 1848588, Japan
关键词
One-pot reaction; Chroman; Diastereoselective reactions; C(SP(3))-H BOND FUNCTIONALIZATION; CIS-FUSED PYRANO; ANTIHYPERTENSIVE ACTIVITY; EXPEDITIOUS SYNTHESIS; ASYMMETRIC-SYNTHESIS; PYRANOBENZOPYRANS; FURANOBENZOPYRANS; CONSTRUCTION; ACTIVATION; SKELETON;
D O I
10.1246/cl.180988
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A one-pot, highly diastereoselective synthesis of chroman derivatives with three contiguous stereogenic centers is described. In this reaction, three transformations (iminium formation/Morita-Baylis-Hillman reaction/oxa-Michael reaction) occurred successively to afford multisubstituted chroman derivatives in moderate chemical yields with excellent diastereoselectivities (d.r. = >20:1:1:1).
引用
收藏
页码:337 / 340
页数:4
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