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2004
Other bioactive products
U 1300
Synthesis of Aziridinomitosenes Through Base-Catalyzed Conjugate Addition.
The access to aziridinomitosene systems is realized by employing a mild and effi50- 198 —
cient conjugate addition of trimethylsilylazide to appropriately functionalized
eight-membered ring enone compound (I) under catalysis of Et3N. On the further route
to the target ring systems, it is found that nitrated indole (IV) is more suitable to get the
required aziridine ring than the unsubstituted analogue. In addition, initial studies are
made to perform enantioselective azidation reactions using peptides instead of Et3N as
catalysts, but only modest enantioselectivities (35% e.e.) are achieved for azide (II) .
— (TSUBOIKE, K.; GUERIN, D. J.; MENNEN, S. M.; MILLER*, S. J.;
Tetrahedron 60 (2004) 34, 7367-7374; Dep. Chem., Merkert Chem. Cent., Boston
Coll., Chestnut Hill, MA 02467, USA; Eng.) — Klein
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