Synthesis of substituted tropones by sequential Rh-catalyzed [5+2] cycloaddition and elimination

TETRAHEDRON

卷:71

Article

Song, Wangze¹  Xi, Bao-min^1,2  Yang, Ka¹  Tang, Weiping^1,3 

[1] Univ Wisconsin, Sch Pharm, Madison, WI 53705 USA

[2] Southern Med Univ, Sch Pharmaceut Sci, Guangdong Prov Key Lab New Drug Screening, Guangzhou 510515, Guangdong, Peoples R China

[3] Univ Wisconsin, Dept Chem, Madison, WI 53706 USA

关键词: Tropone;    Cycloaddition;    Rhodium;    1,4-Enynes;    Alkynes;   

DOI  :  10.1016/j.tet.2015.04.039

来源: Elsevier

【 摘 要 】

Highly substituted tropones are prepared from cycloheptatrienes derived from Rh-catalyzed intermolecular [5+2] cycloaddition of 3-acyloxy-1,4-enynes and propargylic alcohols. The intermolecular [5+2] cycloaddition is highly regioselective for a variety of propargylic alcohols. Elimination of the cycloaddition products afforded various substituted tropones. (C) 2015 Elsevier Ltd. All rights reserved.

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