Chemoselective Aromatic C-H Insertion of α-Diazo-β-ketoesters Catalyzed by Dirhodium(II) Carboxylates

被引：25

作者：

Rodriguez-Cardenas, Esdrey ^{[1
]}

Sabala, Rocio ^{[2
]}

Romero-Ortega, Moises ^{[1
]}

Ortiz, Aurelio ^{[2
]}

Olivo, Horacio F. ^{[1
]}

机构：

[1] Univ Iowa, Iowa City, IA 52242 USA

[2] Benemerita Univ Autonoma Puebla, Fac Ciencias Quim, Puebla 72570, Mexico

来源：

ORGANIC LETTERS | 2012年 / 14卷 / 01期

关键词：

WHIP PSEUDOPTEROGORGIA-ELISABETHAE; NATURAL-PRODUCTS; YLIDE FORMATION; CYCLOPENTANE; CONSTRUCTION; CARBENOIDS; DITERPENES; ROUTE; BONDS;

D O I：

10.1021/ol202968z

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The ability of alpha-diazo-beta-ketoesters bearing a substituent on the benzylic position to undergo aromatic C-H insertion is described. Good to excellent yields of the aromatic C-H insertion products were observed with Rh-2(tpa)(4) or Rh-2(esp)(2) catalysts. This is an attractive strategy to prepare tetralins carrying a methyl group on the benzylic position, a structural motif found in several types of natural products.

引用

页码：238 / 240

页数：3

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