94853-08-4Relevant academic research and scientific papers
Regiospecific Ene Reaction of Benzenesulfinyl Chloride with Linear Isoprenoids
Moiseenkov, A. M.,Dragan, V. A.,Koptenkova, V. A.,Veselovsky, V. V.
, p. 814 - 815 (2007/10/02)
The Lewis acid (e.g., ZnCl2) catalyzed ene reaction of benzenesulfinyl chloride with myrcene, geranyl and neryl acetates, as well as ethyl (E,E)-farnesoate proceeds smoothly and chemoselectively by exclusive attack at the terminal trisubstituted C=C bond
FACILE FUNCTIONALIZATION OF THE ISOPROPYLIDENE TERMINUS OF ACYCLIC MONOTERPENES BY WAY OF BENZENESULFENYL CHLORIDE ADDITION
Masaki, Yukio,Hashimoto, Kinji,Kaji, Kenji
, p. 3481 - 3490 (2007/10/02)
Highly site- and regioselective terminal functionalizations of acyclic monoterpenes 1 via benzenesulfenyl chloride addition followed by hydrolysis assisted by silica gel, dehydrochlorination under neutral or weakly basic condition, or dehydrochlorination by strongly basic treatment respectively providing β-hydroxy sulfides 3, terminal methallylic sulfides 4, or vinylsulfides 5 are developed.Conversion of 4 to terminal trans-allylic alcohols 10 via sulfoxides 9 by the Evans procedure is also described.
Facile Regio- and Stereo-specific Allylic Oxidation of gem-Dimethyl Olefins via Addition of Benzenesulphenyl Chloride. Synthesis of Allylic Oxygenated Terpenes
Masaki, Yukio,Hashimoto, Kinji,Sakuma, Kazuhiko,Kaji,Kenji
, p. 1289 - 1295 (2007/10/02)
Novel and facile terminal trans-allylic and internal allylic oxidations of the gem-dimethyl olefin terminus of the terpenoids (1) are described which take place site-, regio-, and stereo-specificially via the same intermediate adduct between benzenesulphenyl chloride and (1).By this method, the allylic oxygenated terpenes (+/-)-nuciferal (11), (+/-)-ar-turmerone (12), (+/-)-ipsdienol (3c), neotorreyol (2e), (+/-)-6-hydroxydendrolasin (3e), and 6-oxodendrolasin (14) were synthesized.
