Asymmetric total synthesis of naturally occurring spirocyclic tetranorsesquiterpenoid lanceolactone A

被引:19
作者
Acharyya, Ranjan Kumar [1 ]
Nanda, Samik [1 ]
机构
[1] Indian Inst Technol Kharagpur, Dept Chem, Kharagpur, W Bengal, India
关键词
GAMMA-ALKYLIDENEBUTENOLIDES; CYCLIZATION; DEIODINATION; RAMARIOLIDES; BUTENOLIDES; ANHYDRIDES; ALKENES; REAGENT; ACIDS;
D O I
10.1039/c8ob01328d
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Asymmetric total synthesis of naturally occurring gamma-butenolide containing [4.4]spiro-tetrahydrofuran lanceolactone A has been reported in the present work. Bimetallic ("Pd-Cu") cascade cyclization was the crucial reaction employed for the construction of the gamma-butenolide framework of the natural product. Subsequently, iodocyclization and reductive deiodination through a transfer hydrogenation reaction were applied to access the target molecule in an efficient manner.
引用
收藏
页码:5027 / 5035
页数:9
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