1999 alkaloids

alkaloidsU 0600

40 - 186Synthesis of Acetyl Scopine. Intramolecular Reactions of N-Carbethoxy Nortropine-3α-benzenesulfenate. — The synthesisof acetyl scopine (IV) using tropine (I) as starting material is achieved viaa free-radical phenylthio group transfer reaction of (II) in the presence ofBu3Sn-SnBu3 as a key step. The reaction of (II) with tributyltin hydridein the presence of a radicophilic olefin involves Michael-type alkylation atthe 6-position of the tropine skeleton. — (PETROVIC, GORAN; SAICIC,RADOMIR N.; CEKOVIC, ZIVORAD; Synlett (1999) 5, 635-637; Fac. Chem.,Univ. Belgrade, YU-11000 Belgrade, Yugoslavia; EN)

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