Literature DB >> 33929790

A Unified Approach for the Total Synthesis of cyclo-Archaeol, iso-Caldarchaeol, Caldarchaeol, and Mycoketide.

Ruben L H Andringa1, Niels A W de Kok2, Arnold J M Driessen2, Adriaan J Minnaard1.   

Abstract

Ir-catalyzed asymmetric alkene hydrogenation is presented as the strategy par excellence to prepare saturated isoprenoids and mycoketides. This highly stereoselective synthesis approach is combined with an established 13 C-NMR method to determine the enantioselectivity of each methyl-branched stereocenter. It is shown that this analysis is fit for purpose and the combination allows the synthesis of the title compounds with a significant increase in efficiency.
© 2021 The Authors. Angewandte Chemie International Edition published by Wiley-VCH GmbH.

Entities:  

Keywords:  Archaea; asymmetric hydrogenation; lipids; membrane spanning; metathesis

Year:  2021        PMID: 33929790     DOI: 10.1002/anie.202104759

Source DB:  PubMed          Journal:  Angew Chem Int Ed Engl        ISSN: 1433-7851            Impact factor:   15.336


  2 in total

Review 1.  Chemical Synthesis of Cell Wall Constituents of Mycobacterium tuberculosis.

Authors:  Mira Holzheimer; Jeffrey Buter; Adriaan J Minnaard
Journal:  Chem Rev       Date:  2021-06-30       Impact factor: 60.622

2.  Synthesis of phosphatidic acids via cobalt(salen) catalyzed epoxide ring-opening with dibenzyl phosphate.

Authors:  Ruben L H Andringa; Marijn Jonker; Adriaan J Minnaard
Journal:  Org Biomol Chem       Date:  2022-03-16       Impact factor: 3.876

  2 in total

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