A new approach to the C(28) fatty acid chain of the marine natural products schulzeines B and C: a concise diastereoselective total synthesis of (-)-schulzeine B

作者：Yang Chao; Bao Yu Hui; Liang Pan; Ye Jian Liang; Wang Ai E; Huang Pei Qiang^*

来源：Tetrahedron, 2011, 67(34): 6281-6288.

DOI：10.1016/j.tet.2011.06.023

• Marine natural products
• Total synthesis
• Tartaric acid
• Glycosidase inhibitors
• benzo[a]quinolizidine

An enantioselective approach to the C(28) fatty acid chain of the marine natural products schulzeines B and C was established based on the L-tartaric acid derived C(4) chiron 11 via successive 1,4-bis-chain elongation reactions and catalytic asymmetric hydrogenation. The chiral tricyclic core 8 was constructed via a diastereoselective Pictet-Spengler cyclization reaction (dr = 89:11) of the L-glutamic acid derived precursor 13. On this basis, a concise total synthesis of (-)-schulzeine B (5) was disclosed.

• 出版日期2011-8-26
• 单位厦门大学