以易得的天然手性源(R)-(+)-长叶薄荷酮和(S)-(-)-香茅醛为起始原料,经过21步反应,成功地实现了Didemnaketal B C17-C28片段的不对称合成。关键反应分别为利用分子内的手性诱导来引入其余的两个手性中心和不平常的Julia偶联实现了C(22)-C(23)中三取代的E式双键的构筑。 相似文献
A new bicyclo[9.3.0]tetradecane diterpenoid (dolabellane) lactone named clavulactone (I) was isolated from soft coral qunzhuchong (Clavularia sp.). Its partial structure was determine by spectral anal. and hydrogenation reaction. X-ray anal. established the complete mol. structure of I and the relative configuration. Finally, according to the neg. Cotton effect of n畃* and CD band of a,b-unsatd. d-lactone at 252 nm, the absolute configuration was assigned. 相似文献
A convergent and efficient total synthesis of stagonolide C ( 1 ), a phytotoxic metabolite, was achieved (Schemes 2 and 3) The synthesis exploited the high configuration control in the Prins cyclization along with alkene rearrangement and ring‐closing metathesis as key steps. 相似文献
A stereoselective synthesis of the polyol side chain (C(1) – C(28)) of amphidinol 3 has been accomplished following Sharpless epoxidation, Crimmins aldol reaction, Jacobsen kinetic resolution, Sharpless asymmetric dihydroxylation, and our own reaction for the synthesis of a chiral allylic alcohol from an epoxy alcohol. The olefin functionality was introduced by a cross metathesis and Julia–Kocienski olefination. 相似文献
A simple and efficient stereoselective linear approach to the total synthesis of (?)‐pinidinone has been accomplished starting from propane‐1,3‐diol, and employing Maruoka asymmetric allylation and Grubbs' olefin cross‐metathesis as the key steps. 相似文献
Synergy in synthesis : Strategic consideration of metathesis and Suzuki–Miyaura (SM) cross‐coupling for C? C bond‐formation processes has opened up new and “green” synthetic routes to various complex targets. The use of this synergistic combination for the synthesis of supramolecular ligands, polyaromatic compounds, and complex natural products is covered in this Focus Review.
Nitidasin is a pentacyclic sesterterpenoid with a rare 5‐8‐6‐5 carbon skeleton that was isolated from the Peruvian folk medicine “Hercampuri”. It belongs to a small class of sesterterpenoids that feature an isopropyl trans‐hydrindane moiety fused to a variety of other ring systems. As a first installment of our general approach toward these natural products, we report the total synthesis of the title compound. Our stereoselective, convergent route involves the addition of a complex alkenyl lithium compound to a trans‐hydrindanone, followed by chemoselective epoxidation, ring‐closing olefin metathesis, and redox adjustment. 相似文献