Synthesis of the WXYZA' domain of maitotoxin.
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ABSTRACT:
SUBMITTER: Nicolaou KC
PROVIDER: S-EPMC3070782 | biostudies-literature | 2011 Jan
REPOSITORIES: biostudies-literature
Publications
Synthesis of the WXYZA' domain of maitotoxin.
Nicolaou K C KC Baker Thomas M TM Nakamura Tsuyoshi T
Journal of the American Chemical Society 20101217 2
A synthesis of the WXYZA' domain (7) of the marine neurotoxin maitotoxin (1) is reported. The convergent synthetic strategy involves construction of key building blocks 11 and 12, their coupling, and the elaboration of the resulting ester (10) to the target molecule through a ring-closing metathesis and a hydroxy dithioketal cyclization as the key steps. For the construction of fragment 11, the Noyori reduction/Achmatowicz rearrangement and hydroxy epoxide opening technologies were applied (star ...[more]
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