Stereoselective Synthesis of Northern Fragment of Eribulin Mesylate from d-Mannose-Reference-Cited by-同舟云学术

Stereoselective Synthesis of Northern Fragment of Eribulin Mesylate from d-Mannose

Published:2018-02-21 Issue:09 Volume:50 Page:1901-1906
ISSN:0039-7881
Container-title:Synthesis
language:en
Short-container-title:Synthesis

Author:

Chandrasekhar Srivari¹²^ORCID,Gaddam Vikram¹,Nadella Lavanya¹²,Sukumar Genji¹,Mainkar Prathama³²

Affiliation:

1. Natural Products Chemistry Division, CSIR-Indian Institute of Chemical Technology (CSIR-IICT)

2. Academy of Scientific and Innovative Research (AcSIR)

3. Medicinal Chemistry and Biotechnology Division, CSIR-Indian Institute of Chemical Technology (CSIR-IICT)

Abstract

Stereoselective synthesis of northern fragment of eribulin mesylate is reported by coupling of the C1–C13 fragment with the C28–C35 fragment. The key steps involved in this synthesis are butyllithium-facilitated coupling between sulfone and aldehyde, then Dess–Martin periodinane oxidation followed by samarium(II) iodide mediated desulfonylation.

Publisher

Georg Thieme Verlag KG

Subject

Organic Chemistry,Catalysis

Link

http://www.thieme-connect.de/products/ejournals/pdf/10.1055/s-0036-1591769.pdf

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1. A Convergent Approach for the Synthesis of C14–C26 Fragment of Anticancer Drug Eribulin Mesylate;Synthesis;2023-11-02

2. Oxidations with Iodine(V) Compounds – From Stoichiometric Compounds to Catalysts;Iodine Catalysis in Organic Synthesis;2022-01-07

3. A concise/catalytic approach for the construction of the C14–C28 fragment of eribulin;Organic & Biomolecular Chemistry;2021

4. Synthesis of the C1–C13 fragment of eribulin mesylate;Tetrahedron;2019-08