期刊
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
卷 130, 期 12, 页码 3774-+出版社
AMER CHEMICAL SOC
DOI: 10.1021/ja800435j
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A convergent enantioselective total synthesis of (+)-pinnatoxin A is described. The synthesis capitalizes on the highly diastereoselective Ireland-Claisen rearrangement of an acyclic alpha-branched allylic ester to set the quaternary stereogenic center at the core of the spiroimine ring system along with the adjacent tertiary stereocenter. The all-carbon macrocyclic ring system was formed by ring-closing metathesis.
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