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Total Synthesis of (+)‐Ratjadone
Author(s) -
Christmann Mathias,
Bhatt Ulhas,
Quitschalle Monika,
Claus Eckhard,
Kalesse Markus
Publication year - 2000
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 - 10.1002/1521-3773(20001201)39:23<4364::aid-anie4364>3.0.co;2-g
Subject(s) - total synthesis , wittig reaction , polyketide , heck reaction , natural product , stereochemistry , chemistry , absolute configuration , combinatorial chemistry , computer science , organic chemistry , palladium , catalysis , biosynthesis , enzyme
The coupling of three fragments by a Wittig olefination and a subsequent selective Heck reaction are the pivotal steps in the the first total synthesis of ratjadone (see picture), a cytotoxic as well as antibiotically effective polyketide. This synthesis enabled the elucidation of the absolute configuration of the natural product. In this way it should also be possible to synthesize structural analogues with which the various cellular processes mediated by ratjadone can be studied.