dear bees,
concerning aziridines otto has found some nice recent refs. they all claim to make valuable aziridines from easy to get Chloramine T.
first is
JACS 1998, 120, 6844-6845 "bromine-catalyzed aziridination of olefins"
then Tetrahedron
54 (1998) 13485-13494 "iodine-catalyzed aziridination of alkenes using chloramine-T as a nitrogen source"
and finally
J. Chem. Soc., Perkin Trans. I, 2001, 3186-3188 "novel organic-solvent-free aziridination of olefins: chloramine-t-I2 system under phase-transfer catalysis conditions"
can`t get better than the last one: no organic solvent, just alkene, water, Chloramine-T, and iodine and PTC as catalyst. the article is freely accessible at
www.rsc.org.
so otto proposes a novel route to tma-2. take asarone and make the n-tosylaziridine according to one of those procs. the aziridine gives upon reductive cleavage (may be CTH?) the N-tosylamide of tma-2. last step is then deprotection. how difficult or easy that may be, otto has no idea. however here is one ref if one wants to remove the tosyl group right away from the aziridine.
it`s
JOC 1998, 68, 9455-9461 "deprotection of sulfonyl aziridines"
otto