Synthesis and Characterization of All Four Diastereomers of 3,4-Dichloro-2-pentanol, Motifs Relevant to the Chlorosulfolipids

被引：25

作者：

Kanady, Jacob S. ^{[1
]}

Nguyen, John D. ^{[1
]}

Ziller, Joseph W. ^{[1
]}

Vanderwal, Christopher D. ^{[1
]}

机构：

[1] Univ Calif Irvine, Dept Chem, Irvine, CA 92697 USA

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2009年 / 74卷 / 05期

关键词：

UNIVERSAL NMR DATABASE; STEREOCHEMICAL ASSIGNMENT; OCHROMONAS-DANICA; ACYCLIC COMPOUNDS; ADRIATIC MUSSELS; CONFIGURATION; SHELLFISH; CREATION; LIPIDS; TOXINS;

D O I：

10.1021/jo802390e

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

All four diastereomers of 3,4-dichloro-2-pentanol were synthesized by anti-dichlorination of the precursor allylic alcohols; their stereochemistry was elucidated by X-ray crystallographic analysis of tosylate derivatives. Complete NMR data is provided in the hope that this information will facilitate structural elucidation and synthesis studies on the chlorosulfolipid family of natural products, such as malhamensilipin A.

引用

页码：2175 / 2178

页数：4

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