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Updated: May 29, 2026

Efficient Construction of Drug-like Bispirocyclic Scaffolds Via Organocatalytic Cycloadditions of α-Imino γ-Lactones and Alkylidene Pyrazolones
10:17

Efficient Construction of Drug-like Bispirocyclic Scaffolds Via Organocatalytic Cycloadditions of α-Imino γ-Lactones and Alkylidene Pyrazolones

Published on: February 7, 2019

开发了一种不对称的三甲基循环添加反应:在高度替代的碳循环的对抗选择性合成中应用

Barry M Trost1, Steven M Silverman, James P Stambuli

  • 1Department of Chemistry, Stanford University, Stanford, California 94305-5080, USA. bmtrost@stanford.edu

Journal of the American Chemical Society
|September 23, 2011
PubMed
概括

一种新方法使得使用三甲基甲 (TMM) 和缺乏电子的烯酸能够进行对抗选择性 [3+2] 循环添加反应. 新型胺酸联体在形成甲基烯cyclopentanes和复杂的环环中促进了高的enantioselectivity.

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Cycloaddition Reactions: Overview

Cycloadditions are one of the most valuable and effective synthesis routes to form cyclic compounds. These are concerted pericyclic reactions between two unsaturated compounds resulting in a cyclic product with two new σ bonds formed at the expense of π bonds. The [4 + 2] cycloaddition, known as the Diels–Alder reaction, is the most common. The other example is a [2 + 2] cycloaddition.
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Robinson annulation is a base-catalyzed reaction for the synthesis of 2-cyclohexenone derivatives from 1,3-dicarbonyl donors (such as cyclic diketones, β-ketoesters, or β-diketones) and α,β-unsaturated carbonyl acceptors. Named after Sir Robert Robinson, who discovered it, this reaction yields a six-membered ring with three new C–C bonds (two σ bonds and one π bond).
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Cycloaddition Reactions: MO Requirements for Thermal Activation

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