Tetrahedron Letters p. 8121 - 8124 (1996)
Update date:2022-07-29
Topics:
Xu, Ying-Zi
Yakushijin, Kenichi
Horne, David A.
The marine sponge alkaloid stevensine (3) has been synthesized from the related C11N5 alkaloid, hymenin (1). The key transformation involves a regioselective protodebromination/transbromination event of 4'-bromohymenin (2) to install the olefin in 3. Such processes are seldom used for synthetic purposes but appear to be highly applicable to the C11N5 family of marine alkaloids.
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