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Studies towards the total synthesis of batzelladine A

2004; Royal Society of Chemistry; Volume: 2; Issue: 14 Linguagem: Inglês

10.1039/b404679j

1477-0539

Mark C. Elliott, Matthew S. Long,

Chemical synthesis and alkaloids

Application of a diastereoselective three-component coupling to the bicyclic core of the batzelladine alkaloids is described. The synthesis features the elaboration of glutamic acid by use of Eschenmoser sulfide contraction. An earlier approach is also included, which shows some limitations of dithiane chemistry when applied to the particular compounds required for this target.