Literature DB >> 16901129

An in-depth study on ring-closing metathesis of carbohydrate-derived alpha-alkoxyacrylates: efficient syntheses of DAH, KDO, and 2-deoxy-beta-KDO.

Koen F W Hekking1, Marcel A H Moelands, Floris L van Delft, Floris P J T Rutjes.   

Abstract

Novel, efficient synthetic pathways to DAH, KDO, and 2-deoxy-beta-KDO are described. Ring-closing metathesis (RCM) of highly functionalized alpha-alkoxyacrylate fragments resulted in a series of synthetically versatile oxygen heterocyclic intermediates. Further functionalization of the resulting enol ether double bond and subsequent deprotection provided the natural products in high overall yields, starting from commercially available protected sugars.

Entities:  

Mesh:

Substances:

Year:  2006        PMID: 16901129     DOI: 10.1021/jo060913x

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


  2 in total

1.  Enzymatic synthesis of 3-deoxy-d-manno-octulosonic acid (KDO) and its application for LPS assembly.

Authors:  Liuqing Wen; Yuan Zheng; Tiehai Li; Peng George Wang
Journal:  Bioorg Med Chem Lett       Date:  2016-04-21       Impact factor: 2.823

2.  Extending enzyme molecular recognition with an expanded amino acid alphabet.

Authors:  Claire L Windle; Katie J Simmons; James R Ault; Chi H Trinh; Adam Nelson; Arwen R Pearson; Alan Berry
Journal:  Proc Natl Acad Sci U S A       Date:  2017-02-14       Impact factor: 11.205

  2 in total

北京卡尤迪生物科技股份有限公司 © 2022-2023.