Abstract

The Claisen rearrangement of benzylic substrates (benzyl vinyl­ ethers) has received considerably less attention than its well-known aliphatic and normal aromatic variants. Here, we review the rearrangement of both benzylic and heterobenzylic substrates, with examples of the reaction’s use in the synthesis of natural products and drug-like molecules.

1 Introduction

2 Early Attempts at the Benzyl-Claisen Rearrangement

3 Successful Benzylic Examples

4 Heterobenzylic Examples

5 Conclusion

The Claisen rearrangement of benzylic substrates (benzyl vinyl­ ethers) has received considerably less attention than its well-known aliphatic and normal aromatic variants. Here, we review the rearrangement of both benzylic and heterobenzylic substrates, with examples of the reaction’s use in the synthesis of natural products and drug-like molecules.

1 Introduction

2 Early Attempts at the Benzyl-Claisen Rearrangement

3 Successful Benzylic Examples

4 Heterobenzylic Examples

5 Conclusion

中文翻译：

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苄基乙烯基醚和杂苄基乙烯基醚的Claisen重排

摘要

与众所周知的脂族和普通芳族变体相比，苄基底物（苄基乙烯基醚）的克莱森重排受到的关注要少得多。在这里，我们回顾了苄基和杂苄基底物的重排，并举例说明了该反应在天然产物和类药物分子合成中的用途。

1引言

苄基-克莱森重排的2种早期尝试

3个成功的Benzylic示例

4个杂苄基实例

5结论

与众所周知的脂族和普通芳族变体相比，苄基底物（苄基乙烯基醚）的克莱森重排受到的关注要少得多。在这里，我们回顾了苄基和杂苄基底物的重排，并举例说明了该反应在天然产物和类药物分子合成中的用途。

1引言

苄基-克莱森重排的2种早期尝试

3个成功的Benzylic示例

4个杂苄基实例

5结论