92527-69-0Relevant academic research and scientific papers
Convenient synthesis of monoprotected 1,2-diols
Poppe,Recseg,Novak
, p. 3993 - 4000 (2007/10/03)
Reaction of the protected glycidol derivatives (1A-C) with a wide variety of Grignard reagents (2a-h) in the presence of catalytic amount of CuCN provided the corresponding monoprotected diol derivatives (3) in a highly regioselective manner.
Reactions of Carbonyl Compounds with Benzyl Chloromethyl Ether of Diiodomethane in the Presence of Samarium(II) Iodide or Metallic Samarium. New Routes to 1,2-Diols, Iodohydrins and Cyclopropanols
Imamoto, Tsuneo,Hatajima, Toshihiko,Takiyama, Nobuyuki,Takeyama, Toshiaki,Kamiya, Yasuo,Yoshizawa, Takeshi
, p. 3127 - 3135 (2007/10/02)
Carbonyl compounds react with benzyl chloromethyl ether in the presence of samarium(II) iodide to afford the corresponding addition products which, when subsequently hydrogenolysed, yield 1,2-diols.Simple aldehydes and ketones react with diiodomethane in the presence of samarium metal to give iodohydrins in good yields.Under similar reaction conditions, α-halogeno substituted ketones and aromatic 1,4-diketones are converted into cyclopropanols.These cyclopropanations have been shown to rpoceed through the initial generation of samarium enolates, followed by the Simmons-Smith type reaction.A novel transformation of esters to cyclopropanols via tandem one-carbon homologation is also described.
A NEW METHOD FOR THE HYDROXYMETHYLATION OF CARBONYL COMPOUNDS
Imamoto, Tsuneo,Takeyama, Toshiaki,Yokoyama, Masataka
, p. 3225 - 3226 (2007/10/02)
Benzyl chloromethyl ether reacts with carbonyl compounds in the presence of SmI2 to afford alcohols (I), which are subsequently subjected to hydrogenolysis to yield diols (II).
