Literature DB >> 11671412

The Efficient, Enantioselective Synthesis of Aza Sugars from Amino Acids. 1. The Polyhydroxylated Pyrrolidines.

Yifang Huang1, David R. Dalton, Patrick J. Carroll.   

Abstract

Beginning with (+)-serine or (-)-serine, as appropriate, convenient, high-yield, enantioselective synthesis of all eight stereoisomeric 2-hydroxymethyl-3,4-dihydroxypyrrolidines (the enantiomeric pairs of iminoribitol, -arabinitol, -xylitol, and -lyxitol) can be effected. The absolute configuration of the starting amino acid defines the set of azasugars produced.

Entities:  

Year:  1997        PMID： 11671412     DOI： 10.1021/jo962028s

Source DB:  PubMed          Journal:  J Org Chem        ISSN： 0022-3263            Impact factor:   4.354


  3 in total

1.  Complete stereochemistry of neamphamide A and absolute configuration of the beta-methoxytyrosine residue in papuamide B.

Authors:  Naoya Oku; Ravi Krishnamoorthy; Alan G Benson; Robert L Ferguson; Mark A Lipton; Lawrence R Phillips; Kirk R Gustafson; James B McMahon
Journal:  J Org Chem       Date:  2005-08-19       Impact factor: 4.354

2.  A new benzofuran glycoside and indole alkaloids from a sponge-associated rare actinomycete, Amycolatopsis sp.

Authors:  Yun Kwon; Seong-Hwan Kim; Yoonho Shin; Munhyung Bae; Byung-Yong Kim; Sang Kook Lee; Ki-Bong Oh; Jongheon Shin; Dong-Chan Oh
Journal:  Mar Drugs       Date:  2014-04-22       Impact factor: 5.118

3.  Combined Enzyme- and Transition Metal-Catalyzed Strategy for the Enantioselective Syntheses of Nitrogen Heterocycles: (-)-Coniine, DAB-1, and Nectrisine.

Authors:  Donald R Deardorff; Scott W Niman; Mark I Paulsen; Anasheh Sookezian; Meghan E Whalen; Christopher J Finlayson; Collrane Frivold; Hilary C Brown; Jeffrey S Cannon
Journal:  ACS Omega       Date:  2020-01-23
  3 in total

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