384331-56-0Relevant articles and documents
Asymmetric synthesis of a tetracyclic model for the aziridinomitosenes
Michael, Joseph P,De Koning, Charles B,Petersen, Riaan L,Stanbury, Trevor V
, p. 7513 - 7516 (2001)
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.