Metal-catalyzed regiodivergent cyclization of γ-allenols:: Tetrahydrofurans versus oxepanes

被引：92

作者：

Alcaide, Benito ^{[1
]}

Almendros, Pedro

del Campo, Teresa Martinez

机构：

[1] Univ Complutense Madrid, Fac Quim, Dept Quim Organ 1, E-28040 Madrid, Spain

[2] CSIC, Inst Quim Organ Gen, E-28006 Madrid, Spain

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2007年 / 46卷 / 35期

关键词：

allenes; gold; heterocycles; palladium; regioselectivity;

D O I：

10.1002/anie.200701611

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

(Chemical Equation Presented) Ringing the changes: The 5-exo-trig cyclization pathway of γ-allenols can be completely reversed by either changing the metal (Pd instead of Au) or using a (methoxymethyl)oxy protecting group. As a result, the 7-endo-trig alkoxycyclization dominates instead (see scheme; MOM = MeOCH2; Z1 = tBuMe2Si, ArCO). © 2007 Wiley-VCH Verlag GmbH & Co. KGaA.

引用

页码：6684 / 6687

页数：4

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ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2006, 45 (27) :4501-4504

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