𝔖 Bobbio Scriptorium
✦   LIBER   ✦

Enantioselective synthesis of indolizidine (−) 237A [(3R,5S,8aR)-3-butyl-5-(1-oxopropyl)-octahydroindolizine]

✍ Scribed by Giang Vo Thanh; Jean-Pierre Célérier; Gérard Lhommet


Book ID
104261378
Publisher
Elsevier Science
Year
1999
Tongue
French
Weight
157 KB
Volume
40
Category
Article
ISSN
0040-4039

No coin nor oath required. For personal study only.

✦ Synopsis


A highly enantioselective synthesis of the indolizidine alkaloid (-) 237A is described via the diastereoselective reduction of a heterocyclic enamine.


📜 SIMILAR VOLUMES


ChemInform Abstract: Enantioselective Sy
✍ VO THANH GIANG VO THANH GIANG; J.-P. CELERIER; G. LHOMMET 📂 Article 📅 2010 🏛 John Wiley and Sons ⚖ 34 KB 👁 1 views

Enantioselective Synthesis of (-)-Indolizidine 239AB ((3R,5S,8aR)-3-Butyl-5-(3-hydroxypropyl)-octahydroindolizine). -A general synthesis for the title compound (XI) is presented as part of studies on the reactivity of chiral cyclic β-enamino esters, e. g. (II). (XI) belongs to a class of alkaloids

(1R,2R,3S,5R,6R,7S,9aR,10aR)-4a,8a-Di­az
✍ Furneaux, Richard H. ;Gainsford, Graeme J. ;Mason, Jennifer M. ;Tyler, Peter C. 📂 Article 📅 2003 🏛 International Union of Crystallography 🌐 English ⚖ 181 KB

The title compound, C 12 H 22 N 2 O 6 , is a linearly fused di(trihydroxypiperido)piperazine. The three six-membered rings adopt chair conformations with all the hydroxyl groups equatorial, and the ring fusion is the unusual trans±cisoid±cis.