Journal
ORGANIC LETTERS
Volume 9, Issue 18, Pages 3667-3670Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ol7016033
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The substrate-controlled Rh-I-catalyzed conjugate addition of aryl- and alkenylboronic acids to alpha,beta-unsaturated esters which bear gamma- and delta-oxygen substituents takes place in a highly anti diastereoselective fashion either when using gamma-hydroxyl unprotected starting materials or when the gamma-oxygen substituent is protected with a nonbulky group. The delta-oxygen substituent plays a role in the stereoselectivity of the reaction, and better results are obtained when this OH-group is protected.
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