Synfacts 2005(1): 0108-0108  
DOI: 10.1055/s-2005-872199
Synthesis of Heterocycles
© Georg Thieme Verlag Stuttgart · New York

Regio- and Stereoselective Synthesis of Structurally Diverse Polycyclic Indolyldiamines

Contributor(s): Victor Snieckus, Oleg M. Demchuk
S. Cutri, A. Diez*, M. Bonin*, L. Micouin, H.-P. Husson
Université René Descartes Paris, France and Parc Científic de Barcelona, Spain
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21. September 2005 (online)


Starting from a common chiral 2-cyano-6-oxazolopiperidine precursor, regio- and stereoselective routes to four structurally different indolyldiamines are reported. The reaction sequence involves a reductive and alkylative ring enlargement process and proceeds in low to modest overall yields. Its significance is in the rapid access of diverse analogues of known alkaloids.