Spiro[3.3]庚烷：一种多功能sp3‐富支架及其合成途径

IF 2.7 3区化学 Q2 CHEMISTRY, ORGANIC

European Journal of Organic Chemistry Pub Date : 2025-10-07 DOI:10.1002/ejoc.202500738

Myunggi Jung

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引用次数: 0

摘要

在不断增长的一类富含sp3的支架中，螺旋[3.3]庚烷以其刚性的3D结构和良好的物理化学性质而脱颖而出。它的三维饱和支架可以进入独特的非平面化学空间，并且在药物设计中被探索为苯的饱和生物同分异构体。在这篇综述中，综述了构建螺旋[3.3]庚烷衍生物的合成策略。这些方法根据关键的合成策略进行分组，包括正式的[2+2]环化和C1 - C2或C4（螺旋碳）位置的键断开。提出了代表性的例子来说明每种方法的关键转换和战略键的形成。本综述旨在支持有兴趣使用螺旋[3.3]庚烷作为构建块的合成化学家，并为进一步探索这一新兴基序提供基础。

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Spiro[3.3]heptane: A Versatile sp3‐Rich Scaffold and its Synthetic Routes

Among the growing class of sp3‐rich scaffolds, spiro[3.3]heptane stands out for its rigid, 3D structure and favorable physicochemical properties. Its 3D saturated scaffold enables access to unique, nonplanar chemical space and has been explored as a saturated bioisostere of benzene in drug design. In this review, an overview of synthetic strategies developed to construct spiro[3.3]heptane derivatives is provided. These approaches are grouped according to key synthetic strategies, including formal [2+2] cyclization and bond disconnections at C1C2 or C4 (spiro‐carbon) positions. Representative examples are presented to illustrate each method's key transformations and strategic bond formations. This review is intended to support synthetic chemists interested in employing spiro[3.3]heptane as a building block and to provide a foundation for further exploration of this emerging motif.

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来源期刊

European Journal of Organic Chemistry 化学-有机化学

CiteScore

5.40

自引率

3.60%

发文量

752

审稿时长

1 months

期刊介绍： The European Journal of Organic Chemistry (2019 ISI Impact Factor 2.889) publishes Full Papers, Communications, and Minireviews from the entire spectrum of synthetic organic, bioorganic and physical-organic chemistry. It is published on behalf of Chemistry Europe, an association of 16 European chemical societies. The following journals have been merged to form two leading journals, the European Journal of Organic Chemistry and the European Journal of Inorganic Chemistry: Liebigs Annalen Bulletin des Sociétés Chimiques Belges Bulletin de la Société Chimique de France Gazzetta Chimica Italiana Recueil des Travaux Chimiques des Pays-Bas Anales de Química Chimika Chronika Revista Portuguesa de Química ACH—Models in Chemistry Polish Journal of Chemistry.