810686-17-0

Usage

Molecular structure

Bicyclic compound with a diazocine ring and an ethyl group.

Stereochemistry

Contains stereocenters at the 1st, 5th, and 11th positions.

Configuration

(1S,5R,11aR) configuration at the stereocenters.

Potential applications

May have pharmacological properties or be used as a building block in organic synthesis.

Further research

Precise uses and properties would need to be determined through additional research and testing.

Upstream product

• 6018-52-6 (-)-(1R,5S)-N-acetyl-1,2,3,4,5,6-hexahydro-1,5-methano-pyrido-[1,2-a][1,5]diazocin-8-one 
• 485-35-8 cytisine 

Relevant academic research and scientific papers

New chiral amine ligands in the desymmetrization of prochiral phosphine boranes

P-chirogenic phosphine ligands can be prepared via desymmetrization of prochiral phosphine boranes using s-BuLi?(-)-sparteine complexes. One limitation of this method, however, has been that (+)-sparteine is not easily accessible. Herein, we show that der

Evaluation of (+)-sparteine-like diamines for asymmetric synthesis

Three new (+)-sparteine-like diamines were prepared from (-)-cytisine and evaluated as sparteine surrogates in the α-lithiation rearrangement of cyclooctene oxide and the palladium(II)/diamine catalyzed oxidative kinetic resolution of 1-indanol. The new diamines exhibited opposite enantioselectivity to that observed with (-)-sparteine but increasing the steric hindrance of the N-alkyl group beyond N-Et had a detrimental effect on enantioselectivity. The optimal N-Me diamine was evaluated with much success in five other (-)-sparteine-mediated processes involving different metals (lithium, magnesium, and copper) and different types of reaction mechanisms.