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Upstream product

• 138596-87-9 (2''S)-2-(3',4'-Dimethoxyphenyl)-2-(N-t-butoxycarbonyl-2''-methylenepyrrolidine)-1,3-dithiane 
• 50766-67-1 2-(3,4-dimethoxyphenyl)-1,3-dithiane 
• 138596-88-0 (S)-tert-butyl 2-(2-(3,4-dimethoxyphenyl)-2-oxoethyl)pyrrolidine-1-carboxylate 

Relevant academic research and scientific papers

Pyrrolidine and Indolizidine Alkaloids from Chiral N - Tert -Butanesulfinyl Imines Derived from 4-Halobutanal

An efficient stereocontrolled preparation of 2-substituted pyrrolidines and 5-substituted indolizidin-7-ones, by using chiral N - tert -butanesulfinyl imines derived from 4-halobutanal as starting materials, is detailed. Addition of Grignard reagents and a decarboxylative Mannich- reaction with β-keto acids involving these chiral imines proceeded with high diastereoselectivity. The synthesis of the pyrrolidinic alkaloids (-)-bgugaine, (+)-villatamine B, (-)-norhygrine, trans -dendrochrysanine, and (-)-ruspolinone demonstrated the utility of this methodology.

A total synthesis of (-)-ruspolinone

A synthesis of the pyrrolidine alkaloid (-)-ruspolinone (1) from (2S)-proline in 7 steps and 26% overall yield is presented which assigns the (2S) configuration to (-)-(1). The compound obtained by this route has [α](D)-29.73° compared to a value of zero for the material isolated from the plant suggesting racemisation had occurred during isolation.