871810-83-2

Upstream product

• 113491-46-6 (2S,4R)-2-methyl 1-benzyl-4-(benzyloxy)pyrrolidine-1,2-dicarboxylate 
• 73004-31-6 (2S,4R)-4-(benzyloxy)-1-((benzyloxy)carbonyl)pyrrolidine-2-carboxylic acid 
• 40216-83-9 L-4-hydroxyproline methyl ester hydrochloride 
• 51-35-4 4R-4-hydroxyproline 
• 501-53-1 benzyl chloroformate 
• 64187-48-0 methyl (2S,4R)-1-benzyloxycarbonyl-4-hydroxypyrrolidine-2-carboxylate 

Downstream Products

• 72956-58-2 C₂₀H₂₁NO₄ 

Relevant academic research and scientific papers

Aminal-pyrrolidine organocatalysts - Highly efficient and modular catalysts for α-functionalization of carbonyl compounds

The substitution of the 4-position of hydroxyproline by a phenol group, together with an aminal on the 2-position, gave a synergistic effect leading to two powerful complementary organocatalysts. They show excellent enantiocontrol in the α-functionalization of a wide range of linear/ branched aldehydes and ketones, including Michael additions to ethenediyl disulfones or nitrostyrene and α-amination. We obtained ees up to 98.5 % with low catalyst loadings (down to 1 mol-%). As a proof of efficiency, TOFs of up to 1000 h-1 could be obtained.

Synthesis of (+)-7a-epi-7-deoxycasuarine via cross metathesis

Olefin cross metathesis of vinyl pyrrolidine derivatives has been explored, culminating in a concise synthesis of (+)-7a-epi-7-deoxycasuarine in nine steps, from commercially available starting materials.