1308271-01-3

Upstream product

• 400715-78-8 1-(2-Bromoethyl)-1H-pyrrole-2-carbaldehyde 
• 87549-00-6 1-(2-chloroethyl)-1H-pyrrole-2-carbaldehyde 
• 1308270-91-8 (3S,10bR)-3-phenyl-2,3,5,6-tetrahydro-10bH-[1,3]oxazolo[3,2-a]pyrrolo[2,1-c]pyrazine 
• 925-90-6 ethylmagnesium bromide 
• 1308270-89-4 2-[(1S)-2-hydroxy-1-phenylethyl]-3,4-dihydropyrrolo[1,2-a]pyrazin-2-ium bromide 
• 1003-29-8 2-pyrrole aldehyde 

Relevant academic research and scientific papers

Asymmetric synthesis of 1-substituted 1,2,3,4-tetrahydropyrrolo[1,2-a] pyrazines

The reactions of 1-(2-haloethyl)pyrrole-2-carbaldehydes with (1S)-1-phenylglycinol or (1S)-valinol gave the corresponding fused tricyclic oxazolidines as single diastereomers from which 1,2-disubstituted 1,2,3,4-tetrahydropyrrole[1,2-a]pyrazines were obtained by addition of organometallic reagents. The diastereoselectivity was dependent on the nature of both the chiral auxiliary and the organometallic reagent. The best diastereoselectivity (dr ≤ 98:2) was obtained by using Grignard reagents with the oxazolidine derived from (1S)-phenylglycinol. (+)-1-Methyl- and (+)-1-ethyl-1,2,3,4-tetrahydropyrrole[1,2-a]pyrazines were obtained by reductive removal of the N2-substituent. Georg Thieme Verlag Stuttgart - New York.