Stereoselective Syntheses of Highly Substituted Tetrahydrofurans based on Matteson Homologations

被引:0
|
作者
Tost, Markus [1 ]
Kazmaier, Uli [1 ,2 ]
机构
[1] Saarland Univ, Organ Chem 1, Campus C4-2, D-66123 Saarbrucken, Germany
[2] Saarland Univ, Pharm Sci Hub, Campus Geb A2-3, D-66123 Saarbrucken, Germany
关键词
Cycloetherifications; Matteson homologations; Natural products; Polyketides; Tetrahydrofurans; BORONIC ESTERS; ASYMMETRIC-SYNTHESIS; NATURAL-PRODUCTS; MACROLIDES; AMPHIDINOLIDES; CYCLIZATION;
D O I
10.1002/chem.202500560
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Deprotonated trimethylsilylethanol is an excellent nucleophile for Matteson homologations. It can be introduced in high yields and the products are stable under the usual basic reaction conditions. After two further homologation steps, the protective group is automatically cleaved off via a six-membered ring O-B coordination, providing highly substituted tetrahydrofurans.
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页数:6
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