(R)-1-Phenylethylamine as chiral auxiliary in the diastereoselective synthesis of tetrahydro-β-carboline derivatives-Reference-Cited by-同舟云学术

(R)-1-Phenylethylamine as chiral auxiliary in the diastereoselective synthesis of tetrahydro-β-carboline derivatives

Published:2007-12-01 Issue:12 Volume:85 Page:1033-1036
ISSN:0008-4042
Container-title:Canadian Journal of Chemistry
language:en
Short-container-title:Can. J. Chem.

Author:

Siwicka Aleksandra,Wojtasiewicz Krystyna,Leniewski Andrzej,Maurin Jan K,Zawadzka Anna,Czarnocki Zbigniew

Abstract

Modified sodium borohydrides were used in the reduction of the imine moiety in compounds containing the (R)-1-arylethylamine motif as a chiral auxiliary. Diastereomeric products were formed with moderate to good stereoselectivity and were effectively separated by column chromatography.Key words: asymmetric synthesis, indole alkaloids, hydrogen bond.

Publisher

Canadian Science Publishing

Subject

Organic Chemistry,General Chemistry,Catalysis

Link

http://www.nrcresearchpress.com/doi/pdf/10.1139/v07-118

Reference16 articles.

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2. Recent applications of α-phenylethylamine (α-PEA) in the preparation of enantiopure compounds. Part 1: Incorporation in chiral catalysts. Part 2: α-PEA and derivatives as resolving agents

3. Stereoselective synthesis of (1R,2S)- and (1S,2R)-1-amino-cis-3-azabicyclo[4.4.0]decan-2,4-dione hydrochlorides: bicyclic glutamic acid derivatives

4. A New Bicyclic Dipeptide Isostere with Pyrrolizidinone Skeleton

5. A Simple Diastereoselective Synthesis of Chiral Nonracemic Aliphatic Amines

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