Concise, stereoselective approach to the spirooxindole ring system of citrinadin A

被引:62
作者
Pettersson, Martin [1 ]
Knueppel, Daniel [1 ]
Martin, Stephen F. [1 ]
机构
[1] Univ Texas, Dept Chem & Biochem, Austin, TX 78712 USA
关键词
D O I
10.1021/ol702132v
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The spirooxindole ring system of citrinadin A has been synthesized with excellent control over the absolute stereochemistry at the spirocenter. The key step involves a novel diastereoselective DMDO-mediated oxidative rearrangement employing an 8-phenylmenthol chiral auxiliary on the indole nitrogen.
引用
收藏
页码:4623 / 4626
页数:4
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