A short and efficient synthesis of honokiol via Claisen rearrangement

被引：10

作者：

Reddy, B. V. Subba ^{[1
]}

Rao, R. Nageshwar ^{[1
]}

Reddy, N. Siva Senkar ^{[1
]}

Somaiah, R. ^{[1
]}

Yadav, J. S. ^{[1
]}

Subramanyam, Ravi ^{[2
]}

机构：

[1] CSIR, Indian Inst Chem Technol, Hyderabad 500007, Andhra Pradesh, India

[2] Colgate Palmol Technol Ctr, Piscataway, NJ USA

来源：

TETRAHEDRON LETTERS | 2014年 / 55卷 / 05期

关键词：

Honokiol; Grignard reaction; Aromatization; Claisen rearrangement; Microwave irradiation; CONCISE SYNTHESIS; MAGNOLIA-OBOVATA; PRODUCT; CONSTITUENTS; PURIFICATION; NEOLIGNANS; CURVULARIN; ACID; BARK;

D O I：

10.1016/j.tetlet.2013.12.079

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A concise and efficient total synthesis of honokiol, a biphenyl-type neolignan is accomplished in six steps using readily available and cost-effective reagents. The synthetic route involves mainly the Grignard reaction, iodine mediated aromatization, and Claisen rearrangement as key steps. A predominant formation of honokiol (1a) was observed in the Claisen rearrangement under microwave irradiation whereas the isohonokiol (1b) was formed as a major product under conventional conditions. (C) 2013 Elsevier Ltd. All rights reserved.

引用

页码：1049 / 1051

页数：3

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