Abstract
The conversion of (−)-2,3- O-isopropylidene- d-erythronolactone ( 9 ) into the N-phosphorylated aziridine 20 , a model for the fundamental structure of aziridinomitosenes, has been accomplished in 11 steps by way of the vinylogous urethane 13 . Key steps include the preparation of 13 by a Reformatsky reaction on a thiolactam precursor, Heck cyclisation of 13 to form the indole ring, and aziridine synthesis via a cyclic sulfite.
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