Selective transformations during the ring enlargement of a l-(2,4,6-triisopropylphenyl)-2,5-dihydro-lH-phosphole 1-oxide. Dichlorocyclopropanation of 1-(2,4,6-triisopropylphenyl)-2,5-dihydro-lH-phosphole oxid with dichlorocarbene generated from chloroform by aqueous sodium hydroxide under phase transfer catalysis gave adduct 6A in a selectivity of 80%. The use of sodium trichloroacetate as the precursore of dichlorocarbene resulted in, however, the exclusive formation of the other isomer (6B). The base- and thermo-induced cyclopropane ring opening of the adducts (6) led, surprisingly, to distinct dihydrophosphinine isomers (7 and 8, respectivelly) in a fully selective manner.
|Number of pages||6|
|Journal||Magyar Kemiai Folyoirat, Kemiai Kozlemenyek|
|Publication status||Published - Dec 1 2001|
ASJC Scopus subject areas