Tetrahedron Letters p. 7047 - 7050 (1998)
Update date:2022-09-26
Topics:
Grieco, Paul A.
May, Scott A.
Kaufman, Michael D.
Conjugate 1,4-addition of 1-[(tert-butyldimethylsilyl)oxy]-2-methyl- 1,3-cyclohexadiene (5) to 2-methyl-cyclopentenone in highly polar media and subsequent alkylation of the resultant silyl enol ether (4) with phenylthiodienyl carbonate 10 in 5.0 M LiClO4·Et2O provides substrate 2. Exposure of 2 to TMSOTf/TMSOCH2CH2OTMS affords tetracyclic bis-ketal 3, which is converted into (±)-adrenosterone (1) in four steps.
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Doi:10.1021/ja00544a022
(1980)Doi:10.1021/ja00318a038
(1984)Doi:10.1016/S0008-6215(98)00166-9
(1998)Doi:10.1080/00397911.2010.525773
(2012)Doi:10.1007/BF00515011
(1986)Doi:10.1021/jm990625b
(2000)
