1.
Org Lett
; 3(9): 1367-9, 2001 May 03.
Article
in English
| MEDLINE
| ID: mdl-11348236
ABSTRACT
[reaction in text] Straightforward total syntheses of (-)-rosmarinecine have been achieved from L-malic acid derived pyrroline N-oxides by two novel useful cascade processes, which join the family of domino reactions. Both strategies, which furnished the target alkaloid in enantioenriched and enantiopure forms, respectively, allow complete control of configuration at all the three newly created contiguous stereogenic centers.
Subject(s)
Alkaloids/chemical synthesis , Pyrrolizidine Alkaloids , Alkaloids/chemistry , Magnetic Resonance Spectroscopy , Malates/chemistry , Molecular Structure , Pyrroles/chemistry , Stereoisomerism , Structure-Activity Relationship
2.
Adv Exp Med Biol
; 483: 399-401, 2000.
Article
in English
| MEDLINE
| ID: mdl-11787625
ABSTRACT
(+/-)trans 2-Aminocyclohexanesulfonic acid and (+/-)trans 2-aminocyclopentanesulfonic acid were prepared from cyclohexene and cyclopentene respectively by sulfur monochloride addition, followed by oxidation to 2-chlorosulfonic acid and substitution of chlorine.