Camphor-based α-bromo ketones for the asymmetric Darzens reaction
…, MC González-Rego, A Linden, JM García…
Index: Palomo, Claudio; Oiarbide, Mikel; Gonzalez-Rego, M. Concepcion; Sharma, Arun K.; Garcia, Jesus M.; Gonzalez, Alberto; Landa, Cristina; Linden, Anthony Angewandte Chemie - International Edition, 2000 , vol. 39, # 6 p. 1063 - 1066
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Citation Number: 35
Abstract
(1 R)-2-endo-Bromoacetyl-1, 7, 7-trimethylbicyclo [2.2. 1] heptan-2-ol (endo-2- bromoacetylisoborneol) 4 and its trimethylsilyl ether 3 are presented as efficient reagents for the asymmetric Darzens reaction. From the α, β-epoxy ketone adducts the chiral inductor camphor is removed, by treatment with ceric (IV) ammonium nitrate, to yield the corresponding epoxy acids which are isolated as their dicyclohexylammonium salts.
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