Highly diastereoselective synthesis of propargylic 1,2-anti-diol derivatives using α-alkoxypropargylstannanes

被引:26
作者
Savall, BM [1 ]
Powell, NA [1 ]
Roush, WR [1 ]
机构
[1] Univ Michigan, Dept Chem, Ann Arbor, MI 48109 USA
关键词
D O I
10.1021/ol016536m
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
[GRAPHICS] Propargylic 1,2-anti-diol derivatives 2 and 10 are prepared in high yield and excellent diastereoselectivity by addition of alpha -alkoxypropargyl-stannanes 4a and 4b to aldehydes in the presence of BuSnCl3. We also introduce the use of KF on Celite as a convenient and mild reagent for removal of the organotin waste products of these reactions.
引用
收藏
页码:3057 / 3060
页数:4
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