Carbocation rearrangements in aspernomine biosynthesis

被引：10

作者：

Ho, Gregory A. ^{[1
]}

Nouri, Dustin H. ^{[1
]}

Tantillo, Dean J. ^{[1
]}

机构：

[1] Univ Calif Davis, Dept Chem, Davis, CA 95616 USA

来源：

TETRAHEDRON LETTERS | 2009年 / 50卷 / 14期

基金：

美国国家科学基金会;

关键词：

ASPERGILLUS-NOMIUS; HARTREE-FOCK; DENSITY; SCLEROTIA; PATH;

D O I：

10.1016/j.tetlet.2009.01.098

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Quantum chemical calculations (B3LYP/6-31G(d)) on carbocation rearrangements that are proposed to occur in the biosynthesis of aspernomine are described. Based on these calculations, a pathway involving a concerted but asynchronous [4+2] cycloaddition that avoids the formation of a secondary carbocation is proposed for small model systems. (C) 2009 Elsevier Ltd. All rights reserved.

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收藏

页码：1578 / 1581

页数：4

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