Chemoenzymatic synthesis of the C10-C23 segment of dictyostatin

被引：48

作者：

Prusov, E ^{[1
]}

Röhm, H ^{[1
]}

Maier, ME ^{[1
]}

机构：

[1] Univ Tubingen, Inst Organ Chem, D-72076 Tubingen, Germany

来源：

ORGANIC LETTERS | 2006年 / 8卷 / 06期

关键词：

D O I：

10.1021/ol052917e

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Employing enzymatic desymmetrization and resolution, respectively, the two aldehydes 8 and 20 were prepared. The precursor to aldehyde 8, meso-2,4-dimethylglutaric anhydride 3, could be obtained by base treatment of the diastereomeric mixture. Aldehyde 8 was extended to alkyne 10 by a Marshall reaction introducing four carbon atoms. Lithiation of the derived iodide 15 and trapping of the anion with amide 22 gave ketone 23. This compound led to the C10-C23 fragment 27 of dictyostatin.

引用

页码：1025 / 1028

页数：4

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