Flexible Total Synthesis of 11‐Deoxylandomycins and Their Non‐Natural Analogues by Way of Asymmetric Metal Catalysis | Zendy

Lee Juyeol | Zendy; Kang Jihun | Zendy; Lee Sukhyun | Zendy; Rhee Young Ho | Zendy

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Flexible Total Synthesis of 11‐Deoxylandomycins and Their Non‐Natural Analogues by Way of Asymmetric Metal Catalysis

Author(s) -

Lee Juyeol,

Kang Jihun,

Lee Sukhyun,

Rhee Young Ho

Publication year - 2020

Publication title -

angewandte chemie international edition

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 5.831

H-Index - 550

eISSN - 1521-3773

pISSN - 1433-7851

DOI - 10.1002/anie.201913706

Subject(s) - total synthesis , catalysis , natural (archaeology) , enantioselective synthesis , chemistry , feature (linguistics) , signature (topology) , combinatorial chemistry , alcohol , stereochemistry , computer science , organic chemistry , mathematics , biology , philosophy , paleontology , linguistics , geometry

A de novo first collective total synthesis of 11‐deoxylandomycins is reported. A signature step is featured by the Pd‐catalyzed asymmetric addition of alcohol to ene‐alkoxyallenes that assembles oligomeric 2,3,6‐trideoxyoligosaccharides. The unique feature of the protocol is illustrated by a flexible access to various natural 11‐deoxylandomycins as well as non‐natural analogues.

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