Stereocontrolled Synthesis of ABC Tricycle of Solanoeclepin A

被引:8
作者
Adachi, Masaatsu [1 ]
Torii, Mai [1 ]
Nishikawa, Toshio [1 ]
机构
[1] Nagoya Univ, Grad Sch Bioagr Sci, Organ Chem Lab, Chikusa Ku, Nagoya, Aichi 4648601, Japan
关键词
solanoeclepin A; natural products; radical cyclization; iodoetherification; enyne metathesis; INTRAMOLECULAR 2+2 PHOTOCYCLOADDITIONS; METATHESIS REACTIONS; HAND SUBSTRUCTURE; ENYNE METATHESIS; NATURAL-PRODUCTS; A SYNTHESIS; RING; SEGMENT; POTATO; MOIETY;
D O I
10.1055/s-0034-1380399
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A tricyclic compound possessing oxabicyclo[2.2.1]heptane and seven-membered ring of solanoeclepin A, the most active hatching agent of potato cyst nematode, was synthesized from d-pantolactone. The synthesis features a tin-mediated 6-exo-trig radical cyclization followed by iodoetherification and ring-closing enyne metathesis.
引用
收藏
页码:965 / 969
页数:5
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