695165-65-2

Upstream product

• 180675-80-3 diethyl trimethylsilylethynyl chloro silane 
• 695165-63-0 (S)-4-Hydroxy-5-methoxy-1-(2-phenylsulfanyl-ethyl)-pyrrolidin-2-one 
• 699-12-7 2-(phenylthio)ethanol 
• 695165-54-9 (S)-3-Hydroxy-1-(2-phenylsulfanyl-ethyl)-pyrrolidine-2,5-dione 

Downstream Products

• 695165-85-6 Acetic acid (2S,3S)-5-oxo-1-(2-phenylsulfanyl-ethyl)-2-trimethylsilanylethynyl-pyrrolidin-3-yl ester 

Relevant academic research and scientific papers

Stereoselective construction of the pyrrolizidine bridgehead stereochemistry by the adjacent hydroxyl group in the synthesis of (+)-heliotridine and (-)-retronecine

Formal total synthesis of (+)-heliotridine (4) and total synthesis of (-)-retronecine (5) were accomplished by using (S)-3-acetoxysuccinimide (6) as the common starting material. The stereogenic center of 6 ended up as C-1 in both alkaloids. The chiral centers at C-7a of the alkaloids were stereoselectively constructed through the help of the adjacent functionality at C-1. The B-rings of the alkaloids were formed through α-sulfonyl radical cyclizations.