123411-89-2Relevant academic research and scientific papers
A Novel BF3*OEt2-Catalyzed Annulation of N-Cbz-α-Amino Aldehides with Allyltrimethylsilane. Highly Stereoselective Synthesis of Cis-2,3,5-Trisubstituted Pyrrolidines
Kiyooka, Syun-ichi,Shiomi, Yasuhiro,Kira, Haruhide,Kaneko, Yuichi,Tanimori, Shinji
, p. 1958 - 1960 (2007/10/02)
In the presence of BF3*OEt2 (0.2 molar equiv), the reactions (-10 deg C, CH2Cl2) of N-Cbz-α-amino aldehydes with allyltrimethylsilane produced pyrrolidines in good yields (70-80percent), with high all-cis stereoselectivity at the C-2, C-3, and C-5 positio
Lewis acid-mediated reaction with silyl ketene acetals and allylstannane of the aluminum acetals generated by DIBALH reduction of α-amino acid esters
Kiyooka,Suzuki,Shirouchi,Kaneko,Tanimori
, p. 5729 - 5732 (2007/10/02)
The intermediates generated by DIBALH reduction of α-amino acid esters undergo condensation without racemization with silyl ketene acetals and allylstannane in the presence of Lewis acid to afford the corresponding β-hydroxy esters and homoallylic alcohol
