Regioselective synthesis of substituted cyclohexa-1,3-dienes via the base-mediated cyclisation of α,β-unsaturated carbonyl compounds and γ-phosphonylcrotonates

被引：2
|
作者：
Joshi, Prabhakar R. [1 ]
Chandra, Rajesh [1 ]
Menon, Rajeev S. [2 ]
机构：
[1] CSIR, Crop Protect Div, Indian Inst Chem Technol, Hyderabad 500007, India
[2] Cent Univ Haryana, Dept Chem, Jant Pali Mahendergarh 123031, Haryana, India
来源：
TETRAHEDRON LETTERS | 2020年 / 61卷 / 39期
关键词：
Cyclohexadiene; 3+3] benzannulation; Wadsworth Emmons reaction; Crotonates; Phosphonates; 3+3 BENZANNULATION REACTIONS; 2+2+2 CYCLOADDITION; IRREVERSIBLE INHIBITION; ACID TRANSAMINASE; 1,3-CYCLOHEXADIENE; ALDEHYDES;
D O I：
10.1016/j.tetlet.2020.152380
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The base-mediated reaction of alpha,beta-unsaturated carbonyl compounds and gamma-phosphonylcrotonates under an argon atmosphere readily furnishes substituted cyclohexa-1,3-dienes. The cyclisation proceeds with complete regioselectivity to afford products that are readily amenable to further redox manipulations. The presented method allows the rapid and regioselective syntheses of six-membered carbocycles at three different oxidation levels. (C) 2020 Elsevier Ltd. All rights reserved.
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页数：3
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