194342-84-2Relevant articles and documents
Total Synthesis of Kalimantacin A
Davies, Jonathan A.,Bull, Freya M.,Walker, Paul D.,Weir, Angus N. M.,Lavigne, Rob,Masschelein, Joleen,Simpson, Thomas J.,Race, Paul R.,Crump, Matthew P.,Willis, Christine L.
supporting information, p. 6349 - 6353 (2020/09/02)
The kalimantacins make up a family of hybrid polyketide-nonribosomal peptide-derived natural products that display potent and selective antibiotic activity against multidrug resistant strains of Staphylococcus aureus. Herein, we report the first total synthesis of kalimantacin A, in which three fragments are prepared and then united via Sonogashira and amide couplings. The enantioselective synthetic approach is convergent, unlocking routes to further kalimantacins and analogues for structure-activity relationship studies and clinical evaluation.
A highly stereoselective formal synthesis of hapalosin
Kumar, Harish,Reddy, A. Srinivas,Yadav,Reddy, B. V. Subba
, p. 1415 - 1419 (2013/07/26)
A flexible and highly diastereoselective formal synthesis of hapalosin, a cyclodepsipeptide isolated from the blue green alga Hapalosiphon welwitschii and having multidrug-resistance-reversing activity is described. The synthetic route involves the addition of organometallic reagent to N-tert- butanesulfinylimine, Jung nonaldol aldol reaction, and Yamaguchi esterification as key steps. Georg Thieme Verlag Stuttgart · New York.
Total synthesis of phoslactomycin A
Koenig, Christian M.,Gebhardt, Bjoern,Schleth, Cornelia,Dauber, Mano,Koert, Ulrich
supporting information; experimental part, p. 2728 - 2731 (2009/12/03)
A convergent total synthesis of the PP2A-inhibitor phoslactomycin A was achieved using a CuTC-mediated coupling of an alkenyl iodide C1-C13 fragment with an C14-C21 alkenyl stannane in the presence of a protected phosphate. Key features for the assembly of the C1-C13 fragment were an asymmetric dihydroxylation, an Evans-Aldol reaction, and a well-balanced protective group strategy. An asymmetric 1,4addition to cyclohexenone was the key step in the preparation of the C14-C21 fragment.