alpha-Substituted acylsilanes via a highly selective [1,4]-Wittig rearrangement of alpha-benzyloxyallylsilane.
alpha-Benzyloxyallylsilane undergoes efficient [1,4]-Wittig rearrangement to generate an enolate intermediate that can be trapped with various electrophiles, thereby providing a new synthetic approach to substituted acylsilanes.
Onyeozili
Edith N
EN
Department of Chemistry, Michigan State University, 540 Chemistry, East Lansing, Michigan 48824, USA.
Maleczka
Robert E
RE
D001593:Benzyl Compounds / Q000737:chemistry*; D007536:Isomerism; D015394:Molecular Structure; D017646:Organosilicon Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D012821:Silanes / Q000138:chemical synthesis* / Q000737:chemistry
D001593:Benzyl Compounds; D017646:Organosilicon Compounds; D012821:Silanes; C518933:alpha-benzyloxyallylsilane