Total Synthesis of 3-epi-Juruenolide C

被引：3
|
作者：
Kutsumura, Noriki [1 ,2 ]
Inagaki, Mai [2 ]
Kiriseko, Akito [2 ]
Saito, Takao [2 ]
机构：
[1] Univ Tsukuba, Int Inst Integrat Sleep Med WPI IIIS, 1-1-1 Tennodai, Tsukuba, Ibaraki 3058575, Japan
[2] Tokyo Univ Sci, Dept Chem, Fac Sci, Shinjuku Ku, Tokyo 1628601, Japan
来源：
CHEMICAL & PHARMACEUTICAL BULLETIN | 2019年 / 67卷 / 06期
关键词：
total synthesis; 3-epi-juruenolide C; gamma-lactone; one-pot regioselective bromination; intramolecular carbonylation; face-selective hydrogenation; SELECTIVE ASYMMETRIC DIHYDROXYLATION; 1ST TOTAL-SYNTHESIS; BRAZILIAN MYRISTICACEAE; VICINAL DIBROMIDES; GAMMA-LACTONES; BUTANOLIDES; HYDROGENATION; ELIMINATION; CYCLIZATION; MARLIOLIDE;
D O I：
10.1248/cpb.c19-00209
中图分类号：
R914 [药物化学];
学科分类号：
100701 ;
摘要：
In this study, the total synthesis of 3-epi-juruenolide C is achieved in 10 steps (longest linear sequence) starting from ethyl (2E,4S,5S)-4,5-dihydroxy-2-hexenoate. The synthetic highlights of our approach include one-pot regioselective bromination, intramolecular carbonylation using bis(triphenylphosphine)dicarbonyl-nickel, and face-selective hydrogenation using a homogeneous Wilkinson's catalyst.
引用
收藏
页码：594 / 598
页数：5
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