All together: A concise strategy for the first diastereoselective total synthesis of (±)‐schindilactone A is reported. The synthesis features a ring‐closing metathesis, a thiourea/cobalt‐catalyzed Pauson–Khand reaction, and a thiourea/palladium‐catalyzed carbonylative annulation reaction. The chemistry can be applied to the synthesis of structures related to schindilactone A.

The total synthesis of (±)-decinine has been achieved. The key steps in the synthesis involved the formation of lasubine II via a gold catalyzed annulation of 1-(but-3-yn-1-yl)piperidine and the formation of the 12-membered ring of decinine (1) with complementary atropselectivity via a VOF3-mediated oxidative biaryl coupling reaction.

Our first-generation synthetic study towards the total synthesis of propindilactone G (1) and its analogues is reported. The key synthetic steps were an intramolecular Pauson-Khand reaction (PKR) and a vinylogous Mukaiyama reaction (VMAR). The stereoselective synthesis of the CDE ring moiety with an all-carbon quaternary center through a PKR was difficult, whilst a VMAR afforded a product with the opposite stereochemistry at the C20 position on the side chain. These results led us to redesign our synthetic strategy for the total synthesis of compound 1.

A traditional Chinese herbal medicine schindilactone A, has been synthesized for the first time by Y.‐F. Tang, J.‐H. Chen, Z. Yang, and co‐workers. In their Communication on they outline an approach involving ring‐closing metathesis for diastereoselective formation of the fully functionalized eight‐membered CDE rings, a thiourea/cobalt‐catalyzed Pauson–Khand reaction for the stereoselective construction of the F ring, and a thiourea/palladium‐catalyzed carbonylative annulation cascade to construct the GH rings.

Eine kurze Route führt zur diastereoselektiven Totalsynthese von (±)‐Schindilacton A. Schlüsselschritte sind eine Ringschlussmetathese, eine Thioharnstoff/Cobalt‐katalysierte Pauson‐Khand‐Reaktion und eine Thioharnstoff/Palladium‐katalysierte carbonylierende Anellierung. Derivate von Schindilacton A sind ebenfalls zugänglich.

A concise total synthesis of (+)‐propindilactone G, a nortriterpenoid isolated from the stems of Schisandra propinqua var. propinqua, has been achieved for the first time. The key steps include an asymmetric Diels–Alder reaction, a Pauson–Khand reaction, a Pd‐catalyzed reductive hydrogenolysis reaction, and an oxidative heterocoupling reaction. These reactions enabled the synthesis in only 20 steps. As a consequence of our synthetic studies, the structure of propindilactone G has been revised. More information can be found in their Full Papers on pages 1406, 1414, and 1425 by Zhen Yang and Jia‐Hua Chen et al. in Issue 9, 2016 (DOI: 10.1002/asia.201600129, 10.1002/asia.201600130, 10.1002/asia.201600131.).

Aus der traditionellen chinesischen Kräutermedizin stammt der Wirkstoff Schindilacton A, der erstmals von Y.‐F. Tang, J.‐H. Chen, Z. Yang et al. hergestellt wurde. In ihrer Zuschrift auf beschreiben sie einen Ansatz mit einer Ringschlussmetathese zur diastereoselektiven Bildung der vollständig funktionalisierten achtgliedrigen CDE‐Ringe, einer Thioharnstoff/Cobalt‐katalysierten Pauson‐Khand‐Reaktion zum stereoselektiven Aufbau des F‐Rings und einer Thioharnstoff/Palladium‐katalysierten carbonylierenden Anellierungskaskade zur Konstruktion des GH‐Rings.

No abstract