✦ LIBER ✦

New synthetic approach to pyrroloiminoquinone marine alkaloids. Total synthesis of makaluvamines A, D, I, and K

✍ Scribed by Masatomo Iwao; Osamu Motoi; Tsutomu Fukuda; Fumito Ishibashi

Publisher: Elsevier Science
Year: 1998
Tongue: French
Weight: 740 KB
Volume: 54
Category: Article
ISSN: 0040-4020
DOI: 10.1016/s0040-4020(98)00543-2

No coin nor oath required. For personal study only.

✦ Synopsis

A new entry into pyrroloiminoquinone marine alkaloids, makaluvamines, has been developed. The key 1,3,4,5-tetrahydropyrrolo[4,3,2-de]quinoline intermediates 11 and 18 were laepared by atyne-mediated cyclization of the 4-chloro-6-methoxytryptamine derivatives 10 and 17, respectively.

The requisite substituents at the indole 4-a~ 3-positions of 10 and 17 were efficiently assembled by sequential use of directed lithiation of 1-triisopropylsilyl-6-methoxygramine (6) and fluoride ion-induced elimination-addition of the methiodide of 4-chloro-l-triisopropylsilyl-6-methoxygramine (7) as key reactions.

📜 SIMILAR VOLUMES

ChemInform Abstract: New Synthetic Appro

ChemInform Abstract: New Synthetic Approach to Pyrroloiminoquinone Marine Alkaloids. Total Synthesis of Makaluvamines A, D, I, and K.

✍ M. IWAO; O. MOTOI; T. FUKUDA; F. ISHIBASHI 📂 Article 📅 2010 🏛 John Wiley and Sons ⚖ 40 KB 👁 2 views

Total syntheses of makaluvamines A, B, C

Total syntheses of makaluvamines A, B, C, D and E, cytotoxic pyrroloiminoquinone alkaloids isolated from marine sponge bearing inhibitory activities against topoisomerase II

✍ Takao Izawa; Shigeru Nishiyama; Shosuke Yamamura 📂 Article 📅 1994 🏛 Elsevier Science 🌐 French ⚖ 579 KB

Syntheses of makaluvamines A. B. C. D and E (1 -5). new members of tehahy have been successfully carried out. Particularly, olefin intmductian for makaluvamincs mediated and E2

ChemInform Abstract: Total Synthesis of

ChemInform Abstract: Total Synthesis of Nortopsentins A-D, Marine Alkaloids.

✍ I. KAWASAKI; M. YAMASHITA; S. OHTA 📂 Article 📅 2010 🏛 John Wiley and Sons ⚖ 29 KB 👁 2 views

A New Route to Aristocularine Alkaloids:

A New Route to Aristocularine Alkaloids: Total Synthesis of Aristoyagonine (I).

✍ Anne Moreau; Axel Couture; Eric Deniau; Pierre Grandclaudon 📂 Article 📅 2004 🏛 John Wiley and Sons ⚖ 8 KB 👁 2 views

A Flexible Approach to Grandisine Alkalo

A Flexible Approach to Grandisine Alkaloids: Total Synthesis of Grandisines B, D, and F

✍ Haruaki Kurasaki; Iwao Okamoto; Nobuyoshi Morita; Osamu Tamura 📂 Article 📅 2009 🏛 John Wiley and Sons 🌐 English ⚖ 455 KB 👁 1 views

## Abstract This article describes in detail the first total synthesis of grandisine alkaloids, grandisines B, D, and F, which show affinity for the human δ‐opioid receptor. The key steps in this synthesis are construction of the isoquinuclidinone moiety of **2** by intramolecular imine formation a

An Approach to the Total Synthesis of th

An Approach to the Total Synthesis of the Cylindricine B (I) Pyridoquinoline Subclass of Tricyclic Marine Ascidian Alkaloids.

✍ Wenchun Chao; Yogesh R. Mahajan; Steven M. Weinreb 📂 Article 📅 2006 🏛 John Wiley and Sons ⚖ 9 KB 👁 3 views