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author:

Li, F. (Li, F..) [1] | Huang, H. (Huang, H..) [2] | Zong, H. (Zong, H..) [3] | Bian, G. (Bian, G..) [4] | Song, L. (Song, L..) [5]

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Abstract:

The asymmetric addition reactions between varied nonaromatic aldehydes and diethylzinc catalyzed by chiral phosphoramide L1 and thiophosphorodiamide L4 were thoroughly investigated. Both ligands worked very well for α-branched aliphatic and α-branched α,β-unsaturated aldehydes. For α-nonbranched aliphatic aldehydes, L4 behaved much better than L1. For α-nonbranched α,β-unsaturated aldehydes, L4 showed high enantioselectivities and L1 only gave racemic alcohol products. ©2015 Elsevier Ltd. All rights reserved.

Keyword:

Aliphatic and αβ-unsaturated aldehydes; Catalytic asymmetric addition reaction; Chiral phosphoramide and; Chiral secondary alcohol; Diethylzinc reagent; thiophosphorodiamide ligands

Community:

  • [ 1 ] [Li, F.]Department of Chemistry, Fuzhou University, Fuzhou, 350108, China
  • [ 2 ] [Li, F.]Key Laboratory of Coal to Ethylene Glycol and Its Related Technology, Fujian Institute of Research on the Structure of Matter, Chinese Academy of Sciences, Fuzhou, Fujian, 350002, China
  • [ 3 ] [Huang, H.]Key Laboratory of Coal to Ethylene Glycol and Its Related Technology, Fujian Institute of Research on the Structure of Matter, Chinese Academy of Sciences, Fuzhou, Fujian, 350002, China
  • [ 4 ] [Zong, H.]Key Laboratory of Coal to Ethylene Glycol and Its Related Technology, Fujian Institute of Research on the Structure of Matter, Chinese Academy of Sciences, Fuzhou, Fujian, 350002, China
  • [ 5 ] [Bian, G.]Key Laboratory of Coal to Ethylene Glycol and Its Related Technology, Fujian Institute of Research on the Structure of Matter, Chinese Academy of Sciences, Fuzhou, Fujian, 350002, China
  • [ 6 ] [Song, L.]Key Laboratory of Coal to Ethylene Glycol and Its Related Technology, Fujian Institute of Research on the Structure of Matter, Chinese Academy of Sciences, Fuzhou, Fujian, 350002, China

Reprint 's Address:

  • [Huang, H.]Key Laboratory of Coal to Ethylene Glycol and Its Related Technology, Fujian Institute of Research on the Structure of Matter, Chinese Academy of SciencesChina

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Source :

Tetrahedron Letters

ISSN: 0040-4039

Year: 2015

Issue: 16

Volume: 56

Page: 2071-2076

2 . 3 4 7

JCR@2015

1 . 5 0 0

JCR@2023

ESI HC Threshold:265

JCR Journal Grade:2

CAS Journal Grade:3

Cited Count:

WoS CC Cited Count:

SCOPUS Cited Count:

ESI Highly Cited Papers on the List: 0 Unfold All

WanFang Cited Count:

Chinese Cited Count:

30 Days PV: 1

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