Cp2TiCl2-catalyzed regio- and chemoselective one-step synthesis of gamma-substituted allylsilanes from terminal alkenes using dianion-type zincate (SiSiNOL-Zn-ate).
A regio-/chemoselective silylation reaction of various functionalized terminal alkenes in the presence of titanocene dichloride, based on a newly designed dianion-type zincate, was developed. The present silylation of terminal alkenes is a powerful tool for the one-pot generation of regiocontrolled functionalized allysilanes, which are available for various transformation reactions, such as hydroxyalkylation, epoxidation, and hydroboration.
Nakamura
Shinji
S
Graduate School of Pharmaceutical Sciences, The University of Tokyo, Bunkyo-ku, Tokyo 113-0033, Japan.
Uchiyama
Masanobu
M
Ohwada
Tomohiko
T
D000475:Alkenes / Q000138:chemical synthesis / Q000737:chemistry*; D000478:Alkylation; D002384:Catalysis; D015394:Molecular Structure; D009942:Organometallic Compounds / Q000138:chemical synthesis / Q000737:chemistry; D012821:Silanes / Q000138:chemical synthesis* / Q000737:chemistry; D012825:Silicon / Q000737:chemistry*; D013237:Stereoisomerism; D014025:Titanium / Q000737:chemistry*; D015032:Zinc / Q000737:chemistry*
D000475:Alkenes; D009942:Organometallic Compounds; D012821:Silanes; D014025:Titanium; D015032:Zinc; D012825:Silicon