cis-Diastereoselective synthesis of chroman-fused tetralins as B-ring-modified analogues of brazilin

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cis-Diastereoselective synthesis of chroman-fused tetralins as B-ring-modified analogues of brazilin

We have synthesized a series of cis-6a,7,8,12b-tetrahydro-6H-naphtho[2,1-c]chromen-6a-ols as B-ring-modified analogues of (±)-brazilin. A completely regio- and cis-diastereoselective intramolecular Friedel-Crafts epoxy-arene cyclization of 1-tetralone-derived glycidyl ethers catalyzed by Brønsted acids was used as the key step. Our worries concerning the formation of cis-trans product mixtures ...

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ژورنال

عنوان ژورنال: Beilstein Journal of Organic Chemistry

سال: 2016

ISSN: 1860-5397

DOI: 10.3762/bjoc.12.280