Mechanistic insight into copper-catalysed allylic substitutions with bis(triorganosilyl) zincs. Enantiospecific preparation of alpha-chiral silanes.
Isotopic desymmetrisation, as well as (stereo)chemical correlation, has illuminated significant aspects of the sigma-pi-sigma mechanism of copper-catalysed allylic substitution reactions: an enantiospecific and regioselective access to alpha-chiral silanes is presented.
Schmidtmann
Eric S
ES
Organisch-Chemisches Institut, Westfälische Wilhelms-Universität, Corrensstrasse 40, D-48149 Münster, Germany.
Oestreich
Martin
M
D002384:Catalysis; D003300:Copper / Q000737:chemistry*; D015394:Molecular Structure; D009942:Organometallic Compounds / Q000737:chemistry*; D012821:Silanes / Q000138:chemical synthesis* / Q000737:chemistry; D013237:Stereoisomerism; D015032:Zinc / Q000737:chemistry*
D009942:Organometallic Compounds; D012821:Silanes; D003300:Copper; D015032:Zinc