Dehydrative reduction:: A highly diastereoselective synthesis of syn-bisaryi(or heteroaryl) dihydrobenzoxathiins and benzodioxane

被引:27
作者
Kim, S [1 ]
Wu, JY [1 ]
Chen, HY [1 ]
DiNinno, F [1 ]
机构
[1] Merck Res Labs, Dept Med Chem, Rahway, NJ 07065 USA
关键词
D O I
10.1021/ol0274763
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
[GRAPHICS] TFA/Et3SIH-mediated cyclization of thioketones 5 derived from the reaction of functionalized thiophenols (catechols) with bromo ketones gave syn 2,3-bisaryl(or heteroaryl) dihydrobenzoxathiins and benzodioxane 1 with total diastereoselectivity (>99:1), in excellent yields.
引用
收藏
页码:685 / 688
页数:4
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