Olefination Reactions in the Synthesis of Cyclophanes

被引：38

作者：

Bodwell, Graham J. ^{[1
]}

Nandaluru, Penchal Reddy ^{[1
]}

机构：

[1] Mem Univ Newfoundland, Dept Chem, St John, NF A1B 3X7, Canada

来源：

ISRAEL JOURNAL OF CHEMISTRY | 2012年 / 52卷 / 1-2期

关键词：

cyclophanes; McMurry reaction; olefination reactions; Ramberg-Backlund reaction; ring-closing metathesis; Wittig reaction; RING-CLOSING-METATHESIS; NONPLANAR AROMATIC-COMPOUNDS; MEDIUM-SIZED CYCLOPHANES; ASYMMETRIC TOTAL-SYNTHESIS; FORMAL TOTAL-SYNTHESIS; OPENING METATHESIS; CONVENIENT SYNTHESIS; CONJUGATED ENEDIYNES; ALKYNE METATHESIS; REVERSIBLE NATURE;

D O I：

10.1002/ijch.201200003

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A survey of olefination reactions that have been used in the synthesis of cyclophanes is presented. This covers the RambergBacklund reaction, the Wittig and related reactions, the McMurry and related reactions, ring-closing metathesis (alkenes, alkynes and ene-ynes), aldol condensations and Siegrist reactions, as well as miscellaneous reactions. The McMurry reaction and ring-closing metathesis have enjoyed the greatest popularity in recent years, but they are typically used for complementary purposes. In virtually all cases, the McMurry reaction is used to install a two-carbon (1,2-ethenylene) bridge, whereas ring-closing metathesis is used to construct bridges that are at least four-membered, but usually considerably longer. Some well-known olefinations have seen little or no use in the field of cyclophane chemistry.

引用

页码：105 / 138

页数：34

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