Asymmetric total synthesis of pseurotin A

被引：55

作者：

Hayashi, Y ^{[1
]}

Shoji, M

Yamaguchi, S

Mukaiyama, T

Yamaguchi, J

Kakeya, H

Osada, H

机构：

[1] Sci Univ Tokyo, Fac Engn, Dept Ind Chem, Shinjuku Ku, Tokyo 1628601, Japan

[2] RIKEN, Discovery Res Inst, Antibiot Lab, Wako, Saitama 3510198, Japan

来源：

ORGANIC LETTERS | 2003年 / 5卷 / 13期

关键词：

D O I：

10.1021/ol034630s

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

[GRAPHICS] The asymmetric total syntheses of pseurotin A and 8-O-demethylpseurotin A have been accomplished. Key reactions are a NaH-promoted intramolecular cyclization of an alkynylamide to form a gamma-lactam, an aldol reaction of a benzylidene-substituted ketone, and the late-stage introduction of the benzoyl group by a selective oxidation of a benzylidene moiety with dimethyidioxirane (DMD).

引用

页码：2287 / 2290

页数：4

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