𝔖 Bobbio Scriptorium
✦   LIBER   ✦

Synthesis of Enantiopure Indolizidine Alkaloids from α-Amino Acids: Total Synthesis of (−)-Indolizidine 167B

✍ Scribed by Angle, Steven R.; Henry, Robert M.

Book ID
118208880
Publisher
American Chemical Society
Year
1997
Tongue
English
Weight
209 KB
Volume
62
Category
Article
ISSN
0022-3263

No coin nor oath required. For personal study only.

📜 SIMILAR VOLUMES

Straightforward synthesis of indolizidin
Straightforward synthesis of indolizidine alkaloid 167B
✍ Stéphanie Gracia; Rudolf Jerpan; Stéphane Pellet-Rostaing; Florence Popowycz; Ma 📂 Article 📅 2010 🏛 Elsevier Science 🌐 French ⚖ 421 KB

The synthetic access to indolizidines, substituted in C-5 position, was reported with good diastereoselectivity. The strategy developed was based on a key step of Michael addition associated with a Clauson-Kaas condensation.

An Expeditious Synthesis of the Dendroba
An Expeditious Synthesis of the Dendrobatid Indolizidine Alkaloid 167B
✍ Joseph P. Michael; David Gravestock 📂 Article 📅 1998 🏛 John Wiley and Sons 🌐 English ⚖ 394 KB 👁 2 views

The synthesis of the racemic title alkaloid 1 has been accomplished in eight steps and 7.2% overall yield from pyrrolidine-2-thione ( ) and ethyl hex-2-enoate (6). Key steps in-

A concise asymmetric synthesis of 5,8-di
A concise asymmetric synthesis of 5,8-disubstituted indolizidine alkaloids. Total synthesis of (−)-indolizidine 209B
✍ Yongcheng Song; Sentaro Okamoto; Fumie Sato 📂 Article 📅 2002 🏛 Elsevier Science 🌐 French ⚖ 112 KB

A general access to 5,8-disubstituted indolizidine alkaloids has been developed, where the asymmetric addition of an optically active allenyltitanium to benzyl[4-(tert-butyldimethylsilyloxy)butylidene]amine (2) is the key reaction. As a typical example, (-)-indolizidine 209B was efficiently synthesi

Asymmetric Heck cyclization route to ind
Asymmetric Heck cyclization route to indolizidine and azaazulene alkaloids: synthesis of (+)-5-epiindolizidine 167B and indolizidine 223AB
✍ Kurt Kiewel; Mathew Tallant; Gary A Sulikowski 📂 Article 📅 2001 🏛 Elsevier Science 🌐 French ⚖ 85 KB

Asymmetric intramolecular Heck cyclization of endocyclic enamides occurs at room temperature to give indoloizidine and azaazulene ring systems in up to 86% enantiomeric excess. A synthesis of (+)-epiindolizidine 167B and formal synthesis of 5E,9Z-indolizidine 223AB is described.