1312700-30-3

Upstream product

• 115393-77-6 tert-butyl (S)-2-vinylpyrrolidine-1-carboxylate 
• 69610-41-9 Boc-L-Pro-H 
• 59936-29-7 (S)-N-(tert-butoxycarbonyl)proline methyl ester 
• 69610-40-8 N-(tert-butoxycarbonyl)-L-prolinol 
• 1312700-19-8 (S)-1-(2-(3-(benzyloxy)prop-1-en-2-yl)pyrrolidin-1-yl)prop-2-en-1-one 
• 1312700-23-4 (S)-2-(3-(benzyloxy)prop-1-en-2-yl)pyrrolidine 
• 1312700-27-8 tert-butyl (S)-2-(3-(benzyloxy) prop-1-en-2-yl)pyrrolidine-1-carboxylate 
• 1312700-26-7 tert-butyl (S)-2-(2-(benzyloxy)acetyl)pyrrolidine-1-carboxylate 
• 1312700-24-5 tert-butyl (2S)-2-(1,2-dihydroxyethyl)pyrrolidine-1-carboxylate 
• 1312700-35-8 C₈H₁₃NO₂ 
• 98-88-4 benzoyl chloride 
• 1312700-28-9 (S)-7-(benzyloxymethyl)-2,3-dihydro-1H-pyrrolizin-5(7aH)-one 

Downstream Products

• 526-64-7 laburnine 

Relevant academic research and scientific papers

Stereodivergent Synthesis of 1-Hydroxymethylpyrrolizidine Alkaloids

A first stereodivergent strategy for the asymmetric synthesis of all stereoisomers of 1-hydroxymethylpyrrolizidine alkaloids is developed using an asymmetric self-Mannich reaction as a key step. An anti-selective self-Mannich reaction of methyl 4-oxobutanoate with the PMP-amine catalyzed by a chiral secondary amine is successfully optimized for the asymmetric synthesis of (+)-isoretronecanol and (-)-isoretronecanol. A syn-selective self-Mannich reaction catalyzed by proline is utilized for the asymmetric synthesis of the diastereomer, (+)-laburnine, and its enantiomer, (-)-trachelanthamidine.

A common approach to pyrrolizidine and indolizidine alkaloids; Formal synthesis of (-)-isoretronecanol, (-)-trachelanthamidine and an approach to the synthesis of (-)-5-epitashiromine and (-)-tashiromine

A common and short stereoselective route is described for the formal synthesis of pyrrolizidine alkaloids, (-)-isoretronecanol and (-)-trachelanthamidine. An approach to the synthesis of indolizidine alkaloids (-)-5-epitashiromine and (-)-tashiromine utilizing ring closing metathesis is also described starting from commercially available and inexpensive l-proline.