Synthesis of Spirotetramates via a Diels-Alder Approach

被引：10

作者：

Butt, Nicholas A. ^{[1
]}

Moody, Christopher J. ^{[1
]}

机构：

[1] Univ Nottingham, Sch Chem, Nottingham NG7 2RD, England

来源：

ORGANIC LETTERS | 2011年 / 13卷 / 09期

关键词：

ENANTIOSELECTIVE TOTAL-SYNTHESIS; FUSARIUM TOXIN EQUISETIN; TETRAMIC ACIDS; TETRONIC ACIDS; DERIVATIVES; PYRROINDOMYCINS; CYLINDRAMIDE; LL-42D005;

D O I：

10.1021/ol200477s

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A study toward the unusual spirotetramate core of the pyrroindomycin antibiotics employing an intermolecular Diets Alder reaction of an exo-methylene tetramic acid dienophile is described. The exp-methylene tetramate is readily synthesized from S-methylcysteine, and its reactivity as a dienophile is compared with that of related dehydroalanine derivatives. An alternative approach to spirotetramates using a nitroalkene dienophile is also reported.

引用

页码：2224 / 2227

页数：4

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