Total Synthesis of (-)-Sacidumlignans B and D

被引：24

作者：

Rout, Jeetendra Kumar ^{[1
]}

Ramana, C. V. ^{[1
]}

机构：

[1] Natl Chem Lab CSIR NCL, Pune 411008, Maharashtra, India

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2012年 / 77卷 / 03期

关键词：

IODOXYBENZOIC ACID IBX; ASYMMETRIC-SYNTHESIS; ENANTIOSELECTIVE SYNTHESIS; ALCOHOLS; CLEAVAGE; MAGNOSHININ; REDUCTION; REAGENT; DECOMPOSITION; DERIVATIVES;

D O I：

10.1021/jo2021696

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The first total synthesis of naturally occurring sacidumlignans A (1), B (2), and D (4) was executed and the absolute configuration of 2 and 4 was determined. A diastereoselective alpha- methylation of a lactone was used as the key step for the control of the chiral centers of the central lignan core. An acid mediated dehydrative cyclization of an aldehyde to construct the dihydronaphthalene unit of 2 and the aromatization of the intermediate dihydronaphthalene derivative to synthesize 1 are the key reactions employed in this regard.

引用

页码：1566 / 1571

页数：6

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