97797-93-8Relevant academic research and scientific papers
Remote Nucleophilic Allylation by Allylrhodium Chain Walking
Groves, Alistair,Martínez, Jose I.,Smith, Joshua J.,Lam, Hon Wai
supporting information, p. 13432 - 13436 (2018/09/21)
Metal migration through a carbon chain is a versatile method for achieving remote functionalization. However, almost all known examples involve the overall net migration of alkylmetal species. Here, we report that allylrhodium species obtained from hydrorhodation of 1,3-dienes undergo chain walking toward esters, amides, or (hetero)arenes over distances of up to eight methylene units. The final, more highly conjugated allylrhodium species undergo nucleophilic allylation with aldehydes and with an imine to give Z-homoallylic alcohols and amines, respectively.
Diastereoselective formation of 2,3,4,5-tetrasubstituted tetrahydrofurans by a Lewis acid promoted addition of C3-substituted 1,3-bis(silyl)propenes to aldehydes
Borg, Tessie,Timmer, Brian,Somfai, Peter
, p. 3916 - 3918 (2013/07/25)
A mild, efficient, Lewis acid promoted addition of C3-substituted 1,3-bis(silyl)propenes to aldehydes to provide the corresponding 2,3,4,5-tetrasubstituted tetrahydrofurans in excellent stereoselectivity is reported.
STEREOSELECTIVE ADDITION OF α-CHLORO ALLYLIC CHROMIUM REAGENTS TO ALDEHYDES
Takai, Kazuhiko,Kataoka, Yasutaka,Utimoto, Kiitiro
, p. 4389 - 4392 (2007/10/02)
Treatment of a solution of 1,1-dichloro-2-butene and benzaldehyde with CrCl2 in THF-DMF at 25 deg C for 1 h gave threo-(Z)-4-chloro-2-methyl-1-phenyl-3-buten-1-ol in 96percent yield under high stereocontrol.
ALKYLATION OF DIENE ALLYLIC TERTIARY AMINES WITH GRIGNARD REAGENTS. IN SITU ACTIVATION WITH ALKYL CHLOROFORMATES.
Langlois, Yves,Van Bac, Nguyen,Fall, Yagamare
, p. 1009 - 1012 (2007/10/02)
Diene allylic tertiary amines were substituted with Grignard reagents in the presence of lithium tetrachlorocuprate and alkyl chloroformates.According to the experimental condition employed, this reaction afforded exclusively γ-alkylation products.
