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Updated: Apr 17, 2026

Microwave-assisted Intramolecular Dehydrogenative Diels-Alder Reactions for the Synthesis of Functionalized Naphthalenes/Solvatochromic Dyes
Published on: April 1, 2013
Efficient oxa-Diels-Alder/semipinacol rearrangement/aldol cascade reaction: short approach to polycyclic
Jin-Bao Peng1, Yue Qi, Ze-Ran Jing
1A State Key Laboratory of Applied Organic Chemistry & College of Chemistry and Chemical Engineering, Lanzhou University , Lanzhou 730000, P. R. China.
Abstract:
A novel carbon electrophile induced intermolecular oxa-Diels-Alder/semipinacol rearrangement/aldol cascade reaction of allylic silyl ether with β,γ-unsaturated α-ketoester has been developed under the promotion of SnCl4. This highly efficient transformation enables the quick construction of polycyclic architectures with up to five contiguous stereogenic centers in a single operation with moderate to good yields as well as high diastereoselectivity and would provide versatile short approaches to frameworks and/or analogues of numerous biologically important polycyclic natural products.
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