90159-01-6Relevant academic research and scientific papers
STEREOSPEZIFISCHE CARBONYL(Z)OXIRANIERUNG VON BENZALDEHYD MIT IODO-TRIPHENYLSILYL- UND IODO-TRIPHENYLGERMYL-METHYLLITHIUM (1)
Kauffmann, Thomas,Koenig, Rolf,Wensing, Michael
, p. 637 - 640 (2007/10/02)
The reagents Ph3M-CH(I)Li (M=Si, Ge) react with benzaldehyde via anionic benzaldehyde adducts stereospecifically to give (Z)-1-phenyl-2-triphenylsilyl- (7a) or (Z)-1-phenyl-2-triphenylgermyl-oxirane (7b), respectively.By protolysis of the anionic benzaldehyde adducts at -65 deg C corresponding iodohydrins (5a,5b) have been obtained.
STEREOSPEZIFISCHE CARBONYLOLEFINIERUNG WAHLWEISE ZU EINEM (Z)- ODER (E)-OLEFIN MIT DEN REAGENZIEN IODO-TRIPHENYLSILYL- UND IODO-TRIPHENYLGERMYL-METHYLLITHIUM OHNE TRENNUNG DIASTEREOMERER ZWISCHENPRODUKTE (1)
Kauffmann, Thomas,Koenig, Rolf,Kriegesmann, Reinhard,Wensing, Michael
, p. 641 - 644 (2007/10/02)
The recently found (1) stereospecific transformation of benzaldehyde by the reagents Ph3M-CH(I)Li (M= Si, Ge) to Ph3M-substituted oxiranes renders possible a method for olefination of benzaldehyde to give Z- or E-olefins, alternatively.This is demonstrated with two examples. - The synthesis of Ph3Sn-CH(I)Li is described.
