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2005
Cyclohexane derivatives
Q 0040
The Enantioselective Tsuji Allylation. — An unprecedented enantioselective access
α-quaternary cyclic ketones is presented. Allylic enol carbonates of cyclic ketones
11- 084 to
undergo palladium-catalyzed decarboxylative allylation using a chiral phosphino oxazoline as ligand to give the desired products with high enantiomeric purity and excellent yields. Simple silyl enol ethers also undergo smooth α-allylation with diallyl carbonates using the same catalyst and substoichiometric amounts of difluorotriphenylsilicate as an initiator. In addition, a number of straightforward synthetic transformations
is made with cyclohexanone (IIa) to demonstrate the utility of the products. —
(BEHENNA, D. C.; STOLTZ*, B. M.; J. Am. Chem. Soc. 126 (2004) 46,
15044-15045; Div. Chem., Calif. Inst. Technol., Pasadena, CA 91125, USA; Eng.) —
Klein
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