Total Synthesis of Nannocystin Ax
2017; American Chemical Society; Volume: 19; Issue: 17 Linguagem: Inglês
10.1021/acs.orglett.7b02112
ISSN1523-7060
AutoresCaroline Poock, Markus Kalesse,
Tópico(s)Marine Sponges and Natural Products
ResumoThe total synthesis of nannocystin Ax in an overall yield of 11% with 14 steps as the longest linear sequence is reported. Nannocystin Ax is a cytotoxic 21-membered depsipeptide and was isolated from the myxobacterial genus Nannocystis sp. The synthesis uses a vinylogous Horner–Wadsworth–Emmons reaction (HWE) and a vinylogous Mukaiyama aldol reaction (VMAR) as the key steps for the construction of the polyketide fragment. The macrocycle was closed via a macrolactamization reaction using COMU.
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