15943-02-9Relevant academic research and scientific papers
Asymmetric Synthesis of Organosilicon Compounds Using a C2 Chiral Auxiliary
Kobayashi, Kimiko,Kato, Takayuki,Unno, Masafumi,Masuda, Shinji
, p. 1393 - 1401 (2007/10/03)
Optically active silanes were synthesized by a novel asymmetric synthesis which involved the diastereoselective ring-opening reaction of 1,3-dioxa-2-silacycloheptanes bearing a C2 chiral auxiliary with Grignard reagents, followed by a lithium aluminum hydride (LiAlH4) reduction. (R)-Ethylmethylphenylsilane and (R)-methylphenylpropylsilane were derived in 93%ee and 98%ee, respectively. The preparation of the other optical silanes is also described. The maximum rotations of some of them have been determined by 1H NMR and/or capillary GC methods. A mechanism for a diastereoselective ring-opening reaction is proposed based on the stereochemical results.
Asymmetric Synthesis of Silicon Compounds Using Chiral 5,6-Dimethoxy-1,3,2-dioxasilacycloheptane Derivatives
Kobayashi, Kimiko,Kato, Takayuki,Masuda, Shinji
, p. 101 - 104 (2007/10/02)
Asymmetric synthesis of silicon compounds was achieved in high optical yield by the substitution reaction of some chiral 5,6-dimethoxy-1,3,2-dioxasilacycloheptane derivatives with organometallic reagents followed by lithium aluminium hydride reduction.The
