121667-72-9Relevant academic research and scientific papers
Antifertility Agents: Synthesis of Yuehchukene Analogues: 6β-(Indol-3-yl)-9,12-dimethyl-6,7,10,11-tetrahydro-7,11-methano-5H-indole and 6β-(Indol-3-yl)-9,12-dimethyl-6,7,8,11-tetrahydro-7,11-methano-5H-cyclo-octindole
Cheng, Kin-Fai,Chan, Tin-Yau,Wong, Tze-Tat,Lai, Ting-Fong
, p. 1555 - 1562 (2007/10/02)
Diels-Alder reactions between (E)-3-(3-methylbuta-1,3-dienyl)-1-tosylindole (3) and β-substituted acrylic acid derivatives are described.Reaction of (3) with maleic anhydride afforded the adduct (14).The latter compound in the presence of aluminium trichloride underwent intramolecular acylation with rearrangement to give 9-methyl-6-oxo-5-tosyl-6,7,8,11-tetrahydro-7,11-methano-5H-cyclo-octindole-12-carboxylic acid (16) and its double bond isomer (17) possessing a skeleton with a close resemblence to that of yuehchukene (1), an antifertility agent.Compounds (16) and (17) were stereoselectively converted into the title compounds (28) and (29).The structures of two precursors, (24) and (25), of compounds (28) and (29) have been determined by X-ray crystallography.
Antifertility Agents: A Synthetic Entry to Yuehchukene Analogues; Stereoselective Synthesis of 7,7-Bis-nor-yuehchukene via 9-Methyl-6-oxo-6aβ-7,8,10aβ-tetrahydroindenoindole
Cheng, Kin-Fai,Chan, Tin-Tau,Lai, Ting-Fong,Kong, Yun-Cheung
, p. 3317 - 3322 (2007/10/02)
Intermolecular Diels-Alder reaction and polyphosphate ester-catalysed intramolecular acylation are used in a synthetic approach to 9-methyl-6-oxo-6aβ-7,8,10aβ-tetrahydroindenolindole (15),the basic structure of the antifertility agent yuehchukene (
