Literature DB >> 16928084

Regioselective and diastereoselective amination of polybenzyl ethers using chlorosulfonyl isocyanate: total syntheses of 1,4-dideoxy-1,4-imino-D-arabinitol and (-)-lentiginosine.

In Su Kim1, Ok Pyo Zee, Young Hoon Jung.   

Abstract

The total syntheses of DAB1 (1) and (-)-lentiginosine (2) were concisely accomplished from D-lyxose via regioselective and diastereoselective NHCbz introduction using CSI, chemoselective removal of the Cbz protection, and ring-closing metathesis as key steps.

Entities:  

Mesh:

Substances:

Year:  2006        PMID: 16928084     DOI: 10.1021/ol061614x

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  3 in total

1.  Synthesis of Functionalized Isoindolinones: Addition of In Situ Generated Organoalanes to Acyliminium Ions.

Authors:  Joshua G Pierce; David L Waller; Peter Wipf
Journal:  J Organomet Chem       Date:  2007-10-01       Impact factor: 2.369

2.  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.  Gram-scale carbasugar synthesis via intramolecular seleno-Michael/aldol reaction.

Authors:  Piotr Banachowicz; Szymon Buda
Journal:  RSC Adv       Date:  2019-04-26       Impact factor: 4.036

  3 in total

北京卡尤迪生物科技股份有限公司 © 2022-2023.