Pd-catalyzed nucleophilic allylic alkylation of aliphatic aldehydes by the use of allyl alcohols |
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Authors: | Masanari Kimura Shuji Tanaka |
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Institution: | a Department of Applied Chemistry, Faculty of Engineering, Nagasaki University, 1-14 Bunkyo, Nagasaki 852-8521, Japan b Graduate School of Science and Technology, Nagasaki University, 1-14 Bunkyo-machi, Nagasaki, 852-8521, Japan |
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Abstract: | 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. |
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Keywords: | Palladium Allyl alcohols Allylation Aldehydes Ketones |
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