The first example of atropisomeric amide-derived P,O-ligands used for an asymmetric Heck reaction
The first example of atropisomeric amide-derived P,O-ligands used for an asymmetric Heck reaction
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DOI：
10.1016/j.tet.2004.02.062
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发表时间：
2004-05-10
期刊：
影响因子：
2.1
通讯作者：
Wang, YQ
中科院分区：
文献类型：
--
作者：
Dai, WM;Yeung, KKY;Wang, YQ
首次将N，N-二异丙基-2-二苯基膦-和2-二(叔丁基)膦-1-萘酰胺作为双齿P，O-配体用于2，3-二氢呋喃与三氟代芳烃的分子间不对称Heck反应。反应是在4mol%Pd(OAc)(2)、8mol%的轴向手性配体和3当量的条件下进行的。(i-Pr)(2)在四氢呋喃中60℃放置3天。得到了光学活性的2-芳基-2，5-二氢呋喃和重排的2-芳基-2，3-二氢呋喃。主产物对映体选择性高达55.2%ee。(C)2004爱思唯尔有限公司。保留所有权利。
Atropisomeric N,N-diisopropyl 2-diphenylphosphino- and 2-di(tert-butyl)phosphino-1-naphthamides were used, for the first time, as bidentate P,O-ligands for intermolecular asymmetric Heck reactions of 2,3-dihydrofuran with aryl triflates. The reactions were carried out in the presence of 4 mol% Pd(OAc)(2), 8 mol% of the axially chiral ligand, and 3 equiv. of (i-Pr)(2)NEt in THF at 60 degreesC for 3 days. Optically active 2-aryl-2,5-dihydrofurans were obtained as the major products along with the rearranged 2-aryl-2,3-dihydrofurans. Enantioselectivity up to 55.2% ee was obtained for the major product. (C) 2004 Elsevier Ltd. All rights reserved.