Literature DB >> 32710473

Five-Step Enantioselective Synthesis of Islatravir via Asymmetric Ketone Alkynylation and an Ozonolysis Cascade.

Niki R Patel1, Mark A Huffman1, Xiao Wang1, Bangwei Ding1, Mark McLaughlin1, Justin A Newman1, Teresa Andreani1, Kevin M Maloney1, Heather C Johnson1, Aaron M Whittaker1.   

Abstract

A 5-step enantioselective synthesis of the potent anti-HIV nucleoside islatravir is reported. The highly efficient route was enabled by a novel enantioselective alkynylation of an α,β-unsaturated ketone, a unique ozonolysis-dealkylation cascade in water, and an enzymatic aldol-glycosylation cascade.
© 2020 Wiley-VCH GmbH.

Entities:  

Keywords:  asymmetric alkynylation; biocatalysis; ozonolysis; synthesis

Year:  2020        PMID: 32710473     DOI: 10.1002/chem.202003091

Source DB:  PubMed          Journal:  Chemistry        ISSN: 0947-6539            Impact factor:   5.236


  1 in total

1.  Oxidation of Iodine to Dihaloiodate(I) Salts of Amines With Hydrogen Peroxides and Their Crystal Structures.

Authors:  Griša Grigorij Prinčič; Nik Maselj; Evgeny Goreshnik; Jernej Iskra
Journal:  Front Chem       Date:  2022-05-05       Impact factor: 5.545

  1 in total

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