Convenient Procedures for the Asymmetric Reduction of 1,4-Diphenylbutane-1, 4-dione and Synthesis of 2,5-Diphenylpyrrolidine Derivatives

dc.contributor.author	Periasamy, Mariappan
dc.contributor.author	Seenivasaperumal, Muthu
dc.contributor.author	Rao, Vutukuri Dharma
dc.date.accessioned	2022-03-27T09:09:23Z
dc.date.available	2022-03-27T09:09:23Z
dc.date.issued	2003-01-01
dc.description.abstract	Asymmetric reduction of 1,4-diphenylbutane-1,4-dione (1) was carried out using the reducing agents NaBH4, BH3·THF, and PhNEt2·BH3 in combination with the chiral reagents (S)-(-)-α,α-diphenyl-2-pyrrolidinemethanol (4) or (S)-proline (5), in the presence of TMSCl or B(OMe)3 under various conditions to obtain the corresponding 1,4-diol 2 in 52% to 97% ee. The chiral 1,4-diol 2 was converted to various C2-symmetric (2S,5S)-2,5-diphenylpyrrolidine derivatives 3a-e (45 to 75% yield) via the corresponding dimesylate prepared using MsCl and Et3N.
dc.identifier.citation	Synthesis
dc.identifier.issn	00397881
dc.identifier.uri	10.1055/s-2003-42447
dc.identifier.uri	http://www.thieme-connect.de/DOI/DOI?10.1055/s-2003-42447
dc.identifier.uri	https://dspace.uohyd.ac.in/handle/1/12505
dc.subject	1,4-dione
dc.subject	Asymmetric reduction
dc.subject	Chiral 1,4-diols
dc.subject	Chiral pyrrolidine derivatives
dc.title	Convenient Procedures for the Asymmetric Reduction of 1,4-Diphenylbutane-1, 4-dione and Synthesis of 2,5-Diphenylpyrrolidine Derivatives
dc.type	Journal. Article
dspace.entity.type

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