177607-70-4Relevant articles and documents
Synthesis and Absolute Configuration of Natural 2-Pyrones
Burkhardt, Immo,Dickschat, Jeroen S.
, p. 3144 - 3157 (2018/07/06)
2-Pyrones are frequently produced by microorganisms and often exhibit interesting bioactivities. Therefore, a short and easy synthetic access to these natural products is desirable. Synthetic routes to nectriapyrone, gibepyrone A, racemic gulypyrone A, (+)-germicidin C, (ent)-desoxygermicidin C and (ent)-prolipyrone A via a modular approach are presented, allowing the assignment of the absolute configurations of the latter three chiral compounds. The method failed for the synthesis of (ent)-phomapyrone B that was thus synthesized via a different route, resulting in an assignment of the absolute configuration of natural phomapyrone B.
Convergent enantioselective syntheses of two potential C25-C40 subunits of (-)-caylobolide A
De Joarder, Dripta,Jennings, Michael P.
scheme or table, p. 5124 - 5127 (2011/10/19)
The convergent syntheses of two possible diastereomers of the C25-C40 subunit resident in (-)-caylobolide A have been accomplished. The key reaction featured a chemoselective Ru-catalyzed cross-metathesis between a fully elaborated type I and two function
Total asymmetric synthesis of the potent immunosuppressive marine natural product microcolin A
Decicco, Carl P.,Grover, Paul
, p. 3534 - 3541 (2007/10/03)
The total asymmetric synthesis of the potent immunosuppressive compound microcolin A is reported. The synthesis establishes the absolute stereochemistry of microcolin A as C-36R, C-38R, and C-4S on the basis of the diastereoselective preparation of all four possible diastereomers of the lipid region (fragment A) and diastereoselective synthesis of fragment C starting from natural L-(S)-alanine. The strategy involves a convergent assemblage of three optically pure fragments and is amenable to chemical modifications to examine structural analogs for biological study.
