763103-29-3Relevant academic research and scientific papers
Scope and mechanism of formal SN2′ substitution reactions of a monomeric imidozirconium complex with allylic electrophiles
Lalic, Gojko,Krinsky, Jamin L.,Bergman, Robert G.
, p. 4459 - 4465 (2008/12/22)
The zirconium imido complex Cp2(THF)Zr=NSi(t-Bu)Me2 (1) reacts with allylic ethers, chlorides, and bromides to give exclusively the products of the SN2′ reaction; i.e., attack at the allylic position remote from the leavin
Zirconium-mediated SN2′ substitution of allylic ethers: Regio- and stereospecific formation of protected allylic amines
Lalic, Gojko,Blum, Suzanne A.,Bergman, Robert G.
, p. 16790 - 16791 (2007/10/03)
A new zirconium-mediated, regio- and stereospecific SN2′ substitution of allylic ethers with a nitrogen nucleophile has been developed. Cbz-protected amine products were isolated in high yield from reactions with a wide range of Z allylic ether
Tandem overman rearrangement and intramolecular amidomercuration reactions. Stereocontrolled synthesis of cis- and frans-2,6-dialkylpiperidines
Singh, Om V.,Han, Hyunsoo
, p. 3067 - 3070 (2007/10/03)
(Chemical Equation Presented) Hg(II)-mediated tandem Overman rearrangement and intramolecular amidomercuration reactions were proven to provide a convenient tool for the stereoselective synthesis of cis- and frans-2,6-disubstituted piperidines. Thus, upon treatment with Hg(OTFA) 2 in THF, the trichloroacetimidate 1 directly transformed into the 2,6-dialkyl piperidine 2 with almost exclusive trans selectivity. The amiodomercuration reaction of the carbamate 7 by Hg(OTFA)2 in nitromethane showed an excellent cis selectivity. Also reported is the stereoselective synthesis of solenopsin A and isosolenopsin A.
