109586-18-7Relevant academic research and scientific papers
Triply Convergent, Stereospecific Alkene Formation via Peterson Olefination
Barrett, Anthony G. M.,Flygare, John A.
, p. 638 - 642 (2007/10/02)
α-Iodo silanes 8 were prepared from α-hydroxy silanes and after halogen/metal exchange and treatment with copper(I)bromide-dimethyl sulfide were coupled with acid chlorides to yield α-silyl ketones 2.Cram controlled addition with a variety of nucleophiles followed by treatment with acid or base led to either the (E)- or (Z)-alkene in good overall yields from the iodide (47-67percent) and with excellent stereoselectivities (>95/95/5 isomeric purity.
Alkylidenation of Ester Carbonyl Groups by means of a Reagent Derived from RCHBr2, Zn, TiCl4, and TMEDA. Stereoselective Preparation of (Z)-Alkenyl Ethers
Okazoe, Takashi,Takai, Kazuhiko,Oshima, Koichiro,Utimoto, Kiitiro
, p. 4410 - 4412 (2007/10/02)
Reagents prepared by reduction of 1,1-dibromoalkanes (R3CHBr2) with zinc and TiCl4 in the presence of N,N,N',N'-tetramethylethylenediamine in THF are effective in the conversion of esters (R1CO2R2) to the corresponding alkenyl ethers (R1(R2O)C=CHR3) with high Z selectivity.
