Applications of Baylis-Hillman chemistry: Enantioselective synthesis of (-)-methyl 3-aryl-2-methylene-3-(prop-2-yn-1-yloxy)propanoates via chiral leaving group strategy

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Date
2001-09-17
Authors
Basavaiah, Deevi
Kumaragurubaran, Nagaswamy
Sharada, Duddu S.
Reddy, Ravi Mallikarjuna
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Abstract
Asymmetric synthesis of (-)-methyl 3-aryl-2-methylene-3-(prop-2-yn-1-yloxy)propanoates in 25-40% enantiomeric purities via the reaction of methyl (2Z)-3-aryl-2-(bromomethyl)prop-2-enoates with prop-2-yn-1-ol in the presence of quinidine is described. © 2001 Elsevier Science Ltd. All rights reserved.
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Keywords
Baylis-Hillman chemistry, Chiral leaving group, Methyl 3-aryl-2-methylene-3-(prop-2-yn-1-yloxy)propanoates
Citation
Tetrahedron. v.57(38)