Pd-catalyzed nucleophilic allylic alkylation of aliphatic aldehydes by the use of allyl alcohols

Pd-catalyzed nucleophilic allylic alkylation of aliphatic aldehydes by the use of allyl alcohols
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DOI:
10.1016/j.tet.2005.02.005
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发表时间:
2005-04-11
期刊:
影响因子:
2.1
通讯作者:
Tamaru, Y
Tamaru, Y
中科院分区:
化学3区
文献类型:
--
作者:
Kimura, M;Shimizu, M;Tamaru, Y

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在Pd(OAc)(2)-(P-n-Bu)(3)的催化下,Et2Zn促进多种烯丙醇在室温下与脂肪醛和酮发生亲核烯丙基化反应,分离产率分别为60- 90%和60%左右。该反应是不可逆的和动力学控制的,并观察到独特的区域选择性和立体选择性与不对称取代烯丙醇的烯丙基化。(c) 2005 Elsevier Ltd版权所有。
Under catalysis of Pd(OAc)(2)-(P-n-Bu)(3), Et2Zn promotes a variety of allyl alcohols to undergo nucleophilic allylation of aliphatic aldehydes and ketones at room temperature and provides homoallyl alcohols in 60-90 and ca. 60 % isolated yield, respectively. The reaction is irreversible and kinetically controlled, and unique regio- and stereoselectivities observed for the allylation with unsymmetrically substituted allyl alcohols are discussed. (c) 2005 Elsevier Ltd. All rights reserved.