Preparations and Reactions of Functionalized Silyllithiums

Several types of α-alkoxy and α-amino substituted silyllithiums have been prepared as the first members of stable and/or well-characterizable functionalized silyllithiums. Described herein are new aspects of (1) three methodologies for preparation of functionalized silyllithiums, (2) high stability of (aminosilyl)lithiums, (3) low stability of (monoalkoxysilyl)lithiums, behaving as silylenoid species, (4) high stability of (dialkoxysilyl)lithiums, (5) high stability of (2-alkoxydisilanyl)lithium, (6) first examples of [2,3]-sila-Wittig rearrangement, and (7) synthetic utilization of (aminosilyl)lithiums.