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January 28, 2006Organic LettersOpen Access

Synthesis of the Erythrina Alkaloid 3-Demethoxyerythratidinone. Novel Acid-Induced Rearrangements of Its Precursors

Qiu Wang Albert Padwa

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Abstract

[reaction: see text] A new strategy for the synthesis of 3-demethoxyerythratidinone has been developed and is based on an extraordinarily facile intramolecular Diels-Alder reaction of a 2-imido-substituted furan. During the course of the synthesis, several novel acid-induced rearrangement reactions were encountered.

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Wang et al. (2006) studied this question.

synapsesocial.com/papers/6a94355b582b3c5feaf65040 https://doi.org/10.1021/ol0527330

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