Enantioselective Synthesis of Putative Lipiarmycin Aglycon Related to Fidaxomicin/Tiacumicin B1. Issue 6 (24th November 2014)

• Record Type: Journal Article
• Authors: Erb, William; Grassot, Jean‐Marie; Linder, David; Neuville, Luc; Zhu, Jieping
• Is Part Of: Angewandte Chemie international edition. Volume 54:Issue 6(2015)
• Page Start: 1929
• Page End: 1932
• Publication Date: 2014-11-24
• Subjects: Chemistry -- Periodicals; 540
• DOI: 10.1002/anie.201409475
• Languages: English
• ISSNs: 1433-7851

Abstract

<abstract abstract-type="main" xml:lang="en"> <title>Abstract</title> <p>An enantioselective synthesis of a putative lipiarmycin aglycon was accomplished and features: 1) Brown′s enantioselective alkoxyallylboration and allylation of aldehydes, 2) chain elongation by iterative Horner–Wadsworth–Emmons olefination, 3) Evans' aldol reaction and 4) an ene‐diene ring‐closing metathesis. A neighboring‐group‐assisted chemoselective reductive desilylation was uncovered in this study and was instrumental to the realization of the present synthesis.</p> </abstract>