Stereoselective Synthesis of the Butyrolactone and the Oxazoline/Furan Fragment of Leupyrrin A1

被引：17

作者：

Debnar, Thomas ^{[1
]}

Wang, Tongtong ^{[1
]}

Menche, Dirk ^{[1
]}

机构：

[1] Univ Bonn, Kekule Intitute Organ Chem & Biochem, D-53121 Bonn, Germany

来源：

ORGANIC LETTERS | 2013年 / 15卷 / 11期

关键词：

METAL-PROMOTED CYCLIZATION; ENANTIOSELECTIVE SYNTHESIS; ABSOLUTE-CONFIGURATION; CARBONYL METHYLENATION; ROUTE; HYDROGENATION; ASSIGNMENT; REAGENTS; ALKYNES; ENYNES;

D O I：

10.1021/ol401110x

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Stereoselective syntheses of the Northern and the Southern fragments 2 and 3 of leupyrrin A(1) are reported. The convergent preparation of 2 is highlighted by a zirconocene-mediated one-pot cyclization-regioselective opening of an advanced diyne while the route to 3 involves a Krische allylation and a one-pot Sharpless dihydroxylation-cyclization. Comparison of the spectroscopic data with those reported for the natural product supports a relative stereochemical assignment within these heterocycles.

引用

页码：2774 / 2777

页数：4

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