TY - JOUR
T1 - Preparation of hydrindenones from 2-methylcyclopent-2-enone and the carbanion of (E)-but-2-enyldiphenylphosphine oxide
T2 - Efficient enolate trapping with β-sulphonylvinyl ketones
AU - Haynes, Richard K.
AU - Vonwiller, Simone C.
PY - 1987
Y1 - 1987
N2 - The β-sulphonylvinyl ketones (5), (7), (9), and (10), easily prepared from β-(phenylthio)propionyl chloride or from methyl vinyl ketone, react efficiently with the enolate produced by the conjugate addition of the carbanion of (E)-but-2-enyldiphenylphosphine oxide to 2-methylcyclopent-2-enone to provide in highly stereoselective fashion vinylogous β-diketones, two of which upon hydrogenation and aldol ring closure have been converted into hydrindenones in high yields.
AB - The β-sulphonylvinyl ketones (5), (7), (9), and (10), easily prepared from β-(phenylthio)propionyl chloride or from methyl vinyl ketone, react efficiently with the enolate produced by the conjugate addition of the carbanion of (E)-but-2-enyldiphenylphosphine oxide to 2-methylcyclopent-2-enone to provide in highly stereoselective fashion vinylogous β-diketones, two of which upon hydrogenation and aldol ring closure have been converted into hydrindenones in high yields.
UR - https://www.webofscience.com/wos/woscc/full-record/WOS:A1987F744800029
UR - https://www.scopus.com/pages/publications/35748948345
U2 - 10.1039/C39870000092
DO - 10.1039/C39870000092
M3 - Journal Article
SN - 0022-4936
SP - 92
EP - 94
JO - Journal of the Chemical Society, Chemical Communications
JF - Journal of the Chemical Society, Chemical Communications
IS - 2
ER -