REACTIONS OF 2-PHENYLETHYL AND 3-PHENYLPROPYL CARBINOLS WITH FLUOROSULFURIC ACID

被引：25

作者：

BRIGHT, ST ^{[1
]}

COXON, JM ^{[1
]}

STEEL, PJ ^{[1
]}

机构：

[1] UNIV CANTERBURY,DEPT CHEM,CHRISTCHURCH 1,NEW ZEALAND

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1990年 / 55卷 / 04期

关键词：

D O I：

10.1021/jo00291a046

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A series of 2-phenylethyl and 3-phenylpropyl carbinols have been reacted with HS03F at -78 °C, the solutions quenched, and the products isolated to give good yields of cyclization products. The 2-phenylethyl carbinols generally undergo rearrangement prior to cyclization, whereas the 3-phenylpropyl carbinols undergo direct cyclization of the initially formed carbocation, to give tetralins. The mechanisms and synthetic applications of these reactions are discussed. © 1990, American Chemical Society. All rights reserved.

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页码：1338 / 1344

页数：7

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