A Total Synthesis of a New Type of Furo[3,2-h]isoquinoline Alkaloid, TMC-120B

Heterocycles ◽  
2003 ◽  
Vol 61 (1) ◽  
pp. 13 ◽  
Author(s):  
Satoshi Hibino ◽  
Teppei Kumemura ◽  
Tominari Choshi ◽  
Aki Hirata ◽  
Mitsuko Sera ◽  
...  
Keyword(s):  
Total Synthesis ◽  
Isoquinoline Alkaloid ◽  
New Type

Total synthesis of the isoquinoline alkaloid decumbenine BviaRu(iii)-catalyzed C–H activation

2018 ◽  
Vol 5 (10) ◽  
pp. 1604-1607 ◽  
Author(s):  
Yong Zhang ◽  
Zhongzhen Yang ◽  
Lingmei Guo ◽  
Weijian Li ◽  
Xu Cheng ◽  
...  
Keyword(s):  
Total Synthesis ◽  
Isoquinoline Alkaloid

Decumbenine B could be easily synthesized from commercially available materials by only five steps with an overall yield of 26.1%.

scholarly journals Structure of menisporphine: A new type of isoquinoline alkaloid.

1982 ◽  
Vol 30 (7) ◽  
pp. 2659-2660 ◽  
Author(s):  
Junichi Kunitomo ◽  
Miyoko Satoh
Keyword(s):  
Isoquinoline Alkaloid ◽  
New Type

The first total synthesis of veiutamine, a new type of pyrroloiminoquinone marine alkaloid

1999 ◽  
Vol 40 (9) ◽  
pp. 1713-1716 ◽  
Author(s):  
Yoshihiro Moro-oka ◽  
Tsutomu Fukuda ◽  
Masatomo Iwao
Keyword(s):  
Total Synthesis ◽  
Marine Alkaloid ◽  
New Type

A Total Synthesis of a New Type of Furo[3,2-h]isoquinoline Alkaloids, TMC-120B.

ChemInform ◽  
2004 ◽  
Vol 35 (19) ◽  
Author(s):  
Teppei Kumemura ◽  
Tominari Choshi ◽  
Aki Hirata ◽  
Mitsuko Sera ◽  
Yohhei Takahashi ◽  
...  
Keyword(s):  
Total Synthesis ◽  
Isoquinoline Alkaloids ◽  
New Type

First Total Synthesis of a Novel Monoterpenoid Isoquinoline Alkaloid, (.+-.)-Alangine.

ChemInform ◽  
2003 ◽  
Vol 34 (3) ◽  
Author(s):  
Hiromitsu Takayama ◽  
Maki Arai ◽  
Mariko Kitajima ◽  
Norio Aimi
Keyword(s):  
Total Synthesis ◽  
Isoquinoline Alkaloid

scholarly journals A Concise Total Synthesis of the Fungal Isoquinoline Alkaloid TMC-120B

Molecules ◽  
2022 ◽  
Vol 27 (2) ◽  
pp. 521
Author(s):  
Ahmad K. Haidar ◽  
Niels D. Kjeldsen ◽  
Nikolaj S. Troelsen ◽  
Viola Previtali ◽  
Kasper P. Lundquist ◽  
...  
Keyword(s):  
Total Synthesis ◽  
Natural Product ◽  
Isoquinoline Alkaloid ◽  
Total Syntheses ◽  
Antiepileptic Activity ◽  
Short Synthesis

Recent reports of antiepileptic activity of the fungal alkaloid TMC-120B have renewed the interest in this natural product. Previous total syntheses of TMC-120B comprise many steps and have low overall yields (11–17 steps, 1.5–2.9% yield). Thus, to access this compound more efficiently, we herein present a concise and significantly improved total synthesis of the natural product. Our short synthesis relies on two key cyclization steps to assemble the central scaffold: isoquinoline formation via an ethynyl-imino cyclization and an intramolecular Friedel-Crafts reaction to form the furanone.

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