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Toward the Total Synthesis of Spirastrellolide A. Part 2: Conquest of the Northern Hemisphere
Author(s) -
Fürstner Alois,
Fenster Michaël D. B.,
Fasching Bernhard,
Godbout Cédrickx,
Radkowski Karin
Publication year - 2006
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.200601655
Subject(s) - total synthesis , conquest , natural product , northern hemisphere , southern hemisphere , optically active , right hemisphere , stereochemistry , carbon chain , chemistry , natural (archaeology) , combinatorial chemistry , geography , organic chemistry , history , biology , archaeology , ecology , atmospheric sciences , geology , ancient history , medicine , audiology
North and South : The unique biological activity of the natural product spirastrellolide A renders it an attractive lead for anticancer agents. The southern hemisphere (C1–C25) and the northern hemisphere (including the chlorinated [5,6,6]‐bis‐spiroacetal entity and the lateral C42–C47 chain) are prepared by concise and efficient routes. Consequently, the entire carbon framework of this potent phosphatase inhibitor, which contains 21 chiral centers, is prepared in an optically active form, and an important step toward structure determination by total synthesis is achieved.