Gurjar Mukund K, Pramanik Chinmoy, Bhattasali Debabrata, Ramana C V, Mohapatra Debendra K
National Chemical Laboratory, Dr. Homi Bhabha Road, Pune - 411 008, India.
J Org Chem. 2007 Aug 17;72(17):6591-4. doi: 10.1021/jo070560h. Epub 2007 Jul 14.
Schulzeines B (2) and C (3) were synthesized by a convergent strategy using epimeric tricyclic lactam building blocks, 4 and 5, and the C28 fatty acid side chain 6. Syntheses of tricyclic lactams (4/5) were achieved by Bischler-Napieralski reaction. Sharpless asymmetric dihydroxylation and BINAL-H-mediated asymmetric reduction of an enone was employed to prepare the key fatty acid side chain 6. The spectral as well as analytical data of 2 and 3 were in good agreement with the reported data for the natural products, thus confirming their assigned structures.
舒尔茨碱B（2）和C（3）通过使用差向异构的三环内酰胺结构单元4和5以及C28脂肪酸侧链6的汇聚策略合成。三环内酰胺（4/5）的合成通过Bischler-Napieralski反应实现。采用Sharpless不对称二羟基化反应和烯酮的BINAL-H介导的不对称还原反应制备关键脂肪酸侧链6。2和3的光谱以及分析数据与天然产物的报道数据高度一致，从而证实了它们的指定结构。
