Synthesis of the C13-C29 fragment of leiodolide A: Allylic asymmetric induction on the stereochemical course of iodolactonization SCIE SCOPUS

Cited 4 time in WEB OF SCIENCE Cited 4 time in Scopus
Title
Synthesis of the C13-C29 fragment of leiodolide A: Allylic asymmetric induction on the stereochemical course of iodolactonization
Author(s)
Lee, J.; Panek, J.S.
KIOST Author(s)
Lee, Jihoon(이지훈)
Publication Year
2015-12
Abstract
A stereocontrolled synthesis of the C13-C29 segment of leiodolide A is described. This natural product was isolated from the deep-water marine sponge Leiodermatium. A highly selective Stille cross-coupling was employed to assemble the (Z,E)-diene bearing the C15 allylic alcohol, which was followed by iodolactonization to introduce C16-C17 vicinal stereocenters. The stereochemical course of iodolactonization that is based on the solid mechanistic underpinnings arising from allylic asymmetric induction is also discussed. © 2015 Elsevier Ltd. All rights reserved.
ISSN
0040-4039
URI
https://sciwatch.kiost.ac.kr/handle/2020.kiost/2088
DOI
10.1016/j.tetlet.2015.10.087
Bibliographic Citation
Tetrahedron Letters, v.56, no.49, pp.6868 - 6871, 2015
Publisher
Elsevier Ltd
Keywords
Iodolactonization; Leiodolide A; Stille coupling
Type
Article
Language
English
Document Type
Article
Publisher
Elsevier Ltd
Related Researcher
Research Interests

organic chemistry,natural product chemistry,유기화학,천연물화학

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