Synthesis of (−)-deoxoprosophylline, (+)-2-epi-deoxoprosopinine, and (2R,3R)- and (2R,3S)-3-hydroxypipecolic acids from D-glycals

Kokatla, Hari Prasad ; Lahiri, Rima ; Kancharla, Pavan K. ; Doddi, Venkata Ramana ; Vankar, Yashwant D. (2010) Synthesis of (−)-deoxoprosophylline, (+)-2-epi-deoxoprosopinine, and (2R,3R)- and (2R,3S)-3-hydroxypipecolic acids from D-glycals Journal of Organic Chemistry, 75 (13). pp. 4608-4611. ISSN 0022-3263

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Official URL: http://pubs.acs.org/doi/abs/10.1021/jo100489k

Related URL: http://dx.doi.org/10.1021/jo100489k

Abstract

New syntheses of (−)-deoxoprosophylline, (+)-2-epi-deoxoprosopinine, and (2R,3R)- and (2R,3S)-3-hydroxypipecolic acids are reported. Utilization of the chiral functionalities of Perlin aldehydes, derived from 3,4,6-tri-O-benzyl glycals, has been done along with chemoselective saturation of olefins and reductive aminations as key steps.

Item Type:Article
Source:Copyright of this article belongs to American Chemical Society.
ID Code:58183
Deposited On:31 Aug 2011 06:42
Last Modified:31 Aug 2011 06:42

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