Carbohydrate‐Based Studies Toward the Synthesis of Hamigeromycin E: A Stereoselective Total Synthesis of an Isomer of Zeaenol | Zendy

Saidachary Gannerla | Zendy; China Raju Bhimapaka | Zendy

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Carbohydrate‐Based Studies Toward the Synthesis of Hamigeromycin E: A Stereoselective Total Synthesis of an Isomer of Zeaenol

Author(s) -

Saidachary Gannerla,

China Raju Bhimapaka

Publication year - 2016

Publication title -

helvetica chimica acta

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.74

H-Index - 82

eISSN - 1522-2675

pISSN - 0018-019X

DOI - 10.1002/hlca.201500267

Subject(s) - chemistry , stereoselectivity , ring closing metathesis , mitsunobu reaction , total synthesis , formylation , metathesis , stereochemistry , salt metathesis reaction , carbohydrate , combinatorial chemistry , organic chemistry , catalysis , polymerization , polymer

A stereoselective synthesis of 14‐membered macrolide hamigeromycin E ( 6 ) has been studied by employing ortho ‐lithiated formylation, Barbier allylation, Julia – Kocienski olefination, Mitsunobu esterification, and ring‐closing metathesis ( RCM ) reactions. The final RCM reaction did not provide the target molecule. This study has prompted us to synthesize a stereoisomer of zeaenol and accomplish the total synthesis with the above protocols.

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