Oxazoline N-oxide-mediated [2+3] cycloadditions: Application to a total synthesis of the hypocholesterolemic agent 1233A

被引：27

作者：

Dirat, O ^{[1
]}

Kouklovsky, C ^{[1
]}

Langlois, Y ^{[1
]}

机构：

[1] Univ Paris 11, Lab Synth Subst, Associe CNRS, ICMO, F-91405 Orsay, France

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1998年 / 63卷 / 19期

关键词：

D O I：

10.1021/jo980813u

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Oxetanone 1233A1 has been synthesized in 22 steps and 3.43% overall yield from 3-methylglutaric anhydride. Asymmetric carbon at C-7 was introduced by a diastereoselective esterification of 3-methylglutaric anhydride, whereas the two asymmetric carbons at C-2' and C-3' were controlled by an asymmetric [2 +/- 3] cycloaddition using camphor-derived oxazoline N-oxide as dipole.

引用

页码：6634 / 6642

页数：9

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