Rearrangements Induced by Hypervalent Iodine

被引：21

作者：

Maertens, Gaetan ^{[1
]}

Canesi, Sylvain ^{[1
]}

机构：

[1] Univ Quebec Montreal, Lab Methodol & Synth Prod Nat, CP 8888,Succ Ctr Ville, Montreal, PQ H3C 3P8, Canada

来源：

HYPERVALENT IODINE CHEMISTRY | 2016年 / 373卷

关键词：

Alkyl-shift; Hoffman rearrangement; Polycyclization and iodonio-Claisen; Prins-Pinacol; Ring expansions and contractions; Transposition; PINACOL TANDEM PROCESS; TERTIARY ALLYLIC ALCOHOLS; HOFMANN REARRANGEMENT; OXIDATIVE REARRANGEMENT; IN-SITU; ASYMMETRIC-SYNTHESIS; 7-MEMBERED RINGS; DOMINO REACTION; CARBOXAMIDES; REAGENT;

D O I：

10.1007/128_2015_657

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

This chapter describes advances in hypervalent iodine(III)-induced rearrangements reported between 2004 and 2015, beginning with Hofmann-type rearrangements and aliphatic aryl transpositions. In both reactions the iodine(III) reagent may be off-the-shelf or catalytically generated in situ. A number of stereoselective transformations are discussed, followed by transpositions triggered through phenol dearomatization, including Wagner-Meerwein-type rearrangements, Prins-pinacol transpositions, and a tandem polycylization-pinacol process. Other rearrangements such as an iodonio-Claisen rearrangement, an ipso-rearrangement, and rearrangements performed using iodine(V) are also described.

引用

页码：223 / 241

页数：19

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