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1.
Formation of 9,10-unsaturation in the mitomycins: facile fragmentation of beta-alkyl-beta-aryl-alpha-oxo-gamma-butyrolactones.
Ziegler, F E; Berlin, M Y; Lee, K; Looker, A R.
Org Lett ; 2(23): 3619-21, 2000 Nov 16.
Article in English | MEDLINE | ID: mdl-11073659

ABSTRACT

A facile fragmentation of beta-alkyl-beta-aryl-alpha-oxo-gamma-butyrolactones is reported. A study to assist in the elucidation of the mechanism of the reaction is also revealed.


Subject(s)
Antibiotics, Antineoplastic/chemical synthesis , Butyrates/chemistry , Lactones/chemistry , Mitomycins/chemical synthesis , Antibiotics, Antineoplastic/chemistry , Indicators and Reagents , Mitomycins/chemistry , Stereoisomerism
2.
The claisen rearrangement in indole alkaloid synthesis. The total synthesis of ( )-tabersonine.
Ziegler, F E; Bennett, G B.
J Am Chem Soc ; 95(22): 7458-64, 1973 Oct 31.
Article in English | MEDLINE | ID: mdl-4747879

Subject(s)
Alkaloids/chemical synthesis , Indoles/chemical synthesis , Cyclization , Indole Alkaloids , Indolizines/chemical synthesis , Magnetic Resonance Spectroscopy , Mass Spectrometry , Methods , Quinolines , Spectrophotometry, Infrared
3.
The biogenetically modeled total synthesis of (plus minus)-minovine.
Ziegler, F E; Spitzner, E B.
J Am Chem Soc ; 92(11): 3492-4, 1970 Jun 03.
Article in English | MEDLINE | ID: mdl-5422770

Subject(s)
Alkaloids/chemical synthesis , Models, Chemical
4.
Synthetic studies related to the yohimbine alkaloids.
Ziegler, F E; Sweeny, J G.
J Org Chem ; 34(11): 3545-8, 1969 Nov.
Article in English | MEDLINE | ID: mdl-5348140

Subject(s)
Yohimbine/chemical synthesis
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