Journal
TETRAHEDRON-ASYMMETRY
Volume 21, Issue 23, Pages 2816-2824Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetasy.2010.11.004
Keywords
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Funding
- National Natural Science Foundation of China [20772161]
- Scientific Research Foundation for the Returned Overseas Chinese Scholars, State Education Ministry of China
- Program for New Century Excellent Talents in University, State Education Ministry of China
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A series of chiral indolinylmethanol ligands have been applied for the first time in the asymmetric Reformatsky reaction of an alpha-bromoester with ketones. In the presence of NiBr2 and zinc powder, up to 75% yield and 87% ee were obtained for a variety of aromatic and aliphatic ketones. The use of Ni(acac)(2) resulted in 96% ee although the corresponding yield was low. This process provided a convenient method to access synthetically useful chiral beta-hydroxyesters. (C) 2010 Elsevier Ltd. All rights reserved.
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