Synthesis of stereotriads by oxymercuration of substituted cyclopropylcarbinols.
[structure: see text] Cyclopropylcarbinol derivatives bearing an adjacent methyl-substituted stereocenter and a remote beta-hydroxy group protected as a pivalate underwent anchimerically assisted regio- and diastereoselective oxymercurations, affording after reductive demercuration, an access to stereotriads.
Cossy
J
J
Laboratoire de Chimie Organique, associé au CNRS, ESPCI, 10 rue Vauquelin, 75231 Paris Cedex 05, France. janine.cossy@espci.fr
Blanchard
N
N
Meyer
C
C
D003521:Cyclopropanes / Q000737:chemistry*; D007202:Indicators and Reagents; D008628:Mercury / Q000737:chemistry*; D000432:Methanol / Q000737:chemistry*; D013237:Stereoisomerism
D003521:Cyclopropanes; D007202:Indicators and Reagents; D008628:Mercury; D000432:Methanol