Synthesis of the Erythrina alkaloid 3-demethoxyerythratidinone. Novel acid-induced rearrangements of its precursors

Wang Q; Padwa A

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Synthesis of the Erythrina alkaloid 3-demethoxyerythratidinone. Novel acid-induced rearrangements of its precursors

机译：赤藓生物碱3-脱甲氧基赤藓丁酮的合成。新型酸诱导的前体重排

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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.

机译：已经开发了一种合成3-脱甲氧基赤藓醇二酮的新策略，该策略基于2-亚氨基取代的呋喃的非常容易的分子内Diels-Alder反应。在合成过程中，遇到了几种新的酸诱导的重排反应。

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《Organic letters》 |2006年第4期|p. 601-604|共4页
作者
Wang Q; Padwa A;
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作者单位

Emory Univ, Dept Chem, Atlanta, GA 30322 USA;

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原文格式 PDF
正文语种 eng
中图分类有机化学;
关键词
DIELS-ALDER REACTION; ACYLIMINIUM ION CYCLIZATION; OXIDATIVE RADICAL CYCLIZATION; PROMOTED DOUBLE CYCLIZATION; OXABICYCLIC ALKENES; ASYMMETRIC-SYNTHESIS; CHIRAL SYNTHESIS; HIGH-PRESSURE; SKELETON; (+/-)-3-DEMETHOXYERYTHRATIDINONE;

机译：Diels-Alder反应;钙离子环化;自由基氧化环化;促进的双环化;氧代烯烃;对称合成;手性合成;高压;骨架;（+/-）-3-脱醛;

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2. Biosynthesis of Erythrina alkaloids in Erythrina crista-galli [J] . Maier UH, Deus-Neumann B, Zenk MH, Phytochemistry . 1999,第3期

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5. Total synthesis of hapalindoles J and U, formal synthesis of haplaindole O, synthesis of the proposed biosynthetic precursor to hapalindole K and work towards the ambiguine family of alkaloids [D] . Rafferty, Ryan J. 2011

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6. Synthesis of the Erythrina Alkaloid 3-Demethoxyerythratidinone. Novel Acid-induced Rearrangements of its Precursors [O] . Qiu Wang, Albert Padwa -1

机译：赤藓生物碱3-脱甲氧基赤藓丁酮的合成。新型酸诱导的前体重排
7. Synthesis of the Erythrina Alkaloid 3-Demethoxyerythratidinone. Novel Acid-Induced Rearrangements of Its Precursors [O] . -1

机译：合成射伤生物碱3-脱乙氧基化钠。新的酸性诱导其前体重排

Synthesis of the Erythrina alkaloid 3-demethoxyerythratidinone. Novel acid-induced rearrangements of its precursors

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