Total synthesis of madindoline A

被引：18

作者：

Hosokawa, S ^{[1
]}

Kobayashi, S ^{[1
]}

机构：

[1] Sci Univ Tokyo, Fac Pharmaceut Sci, Shinjuku Ku, Tokyo 1620826, Japan

来源：

JOURNAL OF SYNTHETIC ORGANIC CHEMISTRY JAPAN | 2001年 / 59卷 / 11期

关键词：

D O I：

10.5059/yukigoseikyokaishi.59.1103

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The total synthesis of madindolin A was achieved. Stereoselective construction of the quaternary carbon in the cyclopentenedione moiety was accomplished by alkylation of dienolate bearing a chiral auxiliary. The coupling of sterically hindered aldehyde 17 and acid-sensitive amine 30 was achieved by developing a new reductive amination method using Sn(OTf)(2) and NaBH(OAc)(3). After the reductive coupling, the cyclopentenedione skeleton of madindoline was constructed by intramolecular condensation of triketone 5.

引用

页码：1103 / 1108

页数：6

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