The first preparation of 4-substituted 1,2-oxaborol-2(5H)-ols and their palladium-catalyzed cross-coupling with aryl halides to prepare stereodefined 2,3-disubstituted allyl alcohols

被引：23
|
作者：
Fang, GH [1 ]
Yan, ZJ [1 ]
Yang, J [1 ]
Deng, MZ [1 ]
机构：
[1] Chinese Acad Sci, Shanghai Inst Organ Chem, State Key Lab Organomet Chem, Grad Sch, Shanghai 200032, Peoples R China
来源：
SYNTHESIS-STUTTGART | 2006年 / 07期
基金：
中国国家自然科学基金; 美国国家科学基金会;
关键词：
alkenylboronic acids; copper-catalyzed carbomagnesation; Suzuki-Miyaura cross-coupling; stereodefined trisubstituted alkenes; disubstituted allyl alcohols;
D O I：
10.1055/s-2006-926388
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
4-Substituted 1,2-oxaborol-2(5H)-ols were prepared through copper-catalyzed carbomagnesation of propargyl alcohol, followed by the transmetallation of magnesium to boron in a one-pot procedure. The Suzuki-Miyaura cross-coupling of these new 2,2-disubstituted alkenylboronic acids with aryl halides afforded stereodefined 2,3-disubstituted allyl alcohols in good to excellent yields.
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页码：1148 / 1154
页数：7
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