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Total Synthesis of 16‐Desmethylepothilone B, Epothilone B 10 , Epothilone F, and Related Side Chain Modified Epothilone B Analogues
Author(s) -
Nicolaou K. C.,
Hepworth David,
King N. Paul,
Finlay M. Raymond V.,
Scarpelli Rita,
Pereira M. Manuela A.,
Bollbuck Birgit,
Bigot Antony,
Werschkun Barbara,
Winssinger Nicolas
Publication year - 2000
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/1521-3765(20000804)6:15<2783::aid-chem2783>3.0.co;2-b
Subject(s) - epothilones , epothilone , stereochemistry , chemistry
The macrolactonization‐based strategy for the total synthesis of epothilones has been streamlined and improved to a high level of efficiency and stereoselectivity. This strategy has been applied to the construction of vinyl iodide 19 which served as a common intermediate for the synthesis of a series of natural and designed epothilones including an epothilone B 10 ( 3 ), epothilone F ( 5 ), 16‐desmethylepothilone B ( 14 ), pyridine epothilones 57 a–57 g , dimeric epothilones 59 and 61 , and benzenoid epothilones 63 a–63 g .