Total synthesis of (+)-crocacin C
1Instituto de Química, Universidade Estadual de Campinas, UNICAMP, C.P. 6154, 13083-970 Campinas, SP, Brazil. ldias@iqm.unicamp.br
Organic Letters
|November 27, 2001
Abstract:
The total synthesis of (+)-crocacin C is described. The convergent asymmetric synthesis relies on the use of a regio- and diastereoselective epoxidation of an allylic alcohol with m-CPBA followed by epoxide opening with Me(2)CuCNLi(2) and a Stille cross-coupling between E-vinyl stannane 5 and E-vinyl iodide 6 to establish the (E,E)-dienamide moiety. [structure: see text]
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