Total synthesis of (+)-crocacin C.
Two approaches toward the total synthesis of cytotoxic polyketide natural product (+)-crocacin C (1) are described. The first approach, which was ultimately unsuccessful, was replaced altogether with a second that afforded target 1 in 10 linear steps from commercially available Evans' chiral propionimide (5% overall yield). No protecting groups were utilized in the total synthesis of 1.
Sirasani
Gopal
G
Temple University, Department of Chemistry, Philadelphia, PA 19122, USA.
Paul
Tapas
T
Andrade
Rodrigo B
RB
D000475:Alkenes / Q000138:chemical synthesis*; D000577:Amides / Q000138:chemical synthesis*; D015394:Molecular Structure; D055601:Organic Chemistry Phenomena; D013237:Stereoisomerism
D000475:Alkenes; D000577:Amides; C500918:crocacin C