The enantioselective total synthesis of nemotin.
The allene-diyne natural product nemotin was synthesized for the first time through an enantioselective route with the stereogenic center at the lactone moiety derived from l-glutamic acid and the allene axis constructed from the corresponding propargylic tosylate, and the absolute configuration was thus established as (4S,5aS).
State Key Laboratory of Bioorganic and Natural Products Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Road, Shanghai, 200032, China.
Ya-Jun
YJ
Jian
Yikang
Y
Wu
D000466:Alkadienes / Q000138:chemical synthesis*; D000972:Antineoplastic Agents, Phytogenic / Q000138:chemical synthesis; D002384:Catalysis; D003500:Cyclization; D018698:Glutamic Acid / Q000737:chemistry*; D051664:Kv1.3 Potassium Channel; D007783:Lactones / Q000737:chemistry*; D008956:Models, Chemical; D012724:Sex Attractants / Q000138:chemical synthesis / Q000737:chemistry; D013237:Stereoisomerism; D013329:Structure-Activity Relationship
D000466:Alkadienes; D000972:Antineoplastic Agents, Phytogenic; D051664:Kv1.3 Potassium Channel; D007783:Lactones; D012724:Sex Attractants; D018698:Glutamic Acid; C025947:propadiene