307492-69-9Relevant academic research and scientific papers
Step-economic synthesis of (+)-crocacin C: A concise crotylboronation/[3,3] -sigmatropic rearrangement approach
Pasqua, Adele E.,Ferrari, Frank D.,Hamman, Chris,Liu, Yanzhou,Crawford, James J.,Marquez, Rodolfo
experimental part, p. 6989 - 6997 (2012/09/25)
The step-economic total synthesis of (+)-crocacin C has been achieved in 20% yield from commercially available starting materials. This approach requires the isolation of only 8 intermediates and can provide a reliable supply of (+)-crocacin C for the development of new antifungal and crop protection agents.
Total synthesis of (+)-crocacin C
Sirasani, Gopal,Paul, Tapas,Andrade, Rodrigo B.
scheme or table, p. 3648 - 3655 (2010/08/03)
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.
Asymmetric total synthesis of the myxobacteria metabolites crocacins A-D
Feutrill, John T.,Lilly, Michael J.,White, Jonathan M.,Rizzacasa, Mark A.
, p. 4880 - 4895 (2008/09/21)
The total syntheses of crocacins A-D are described. The key steps were a syn-aldol reaction followed by anti-reduction to secure the stereotetrad and acylation of an ene- or dienecarbamate to form the enamide. Crown Copyright
Total synthesis of (+)-crocacin D
Dias, Luiz C.,De Oliveira, Luciana G.,Vilcachagua, Janaina D.,Nigsch, Florian
, p. 2225 - 2234 (2007/10/03)
(Chemical Equation Presented) The total synthesis of (+)-crocacin D is described. The convergent asymmetric synthesis relies on the use of a Stille cross-coupling between an (E)-vinyl stannane with an (E)-vinyl iodide to establish the (E,E)-dienamide moie
Total synthesis of (+)-crocacin C
Dias, Luiz C.,De Oliveira, Luciana G.
, p. 3951 - 3953 (2007/10/03)
equation presented The total synthesis of (+)-crocacin C is described. The convergent asymmetric synthesis relies on the use of a regio- and diastereoselective epoxidation of an allylic alcohol with m-CPBA followed by epoxide opening with Me2Cu
Total synthesis of (+)-crocacin C.
Feutrill,Lilly,Rizzacasa
, p. 3365 - 3367 (2007/10/03)
The first asymmetric synthesis of (+)-crocacin C (3) is described which served to confirm the absolute configuration of this compound. The key step in the sequence was the stereoselective assembly of the (E,E)-diene amide side chain by a Stille cross-coup
