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Regio- and stereoselective cross-coupling of tert-propargyl alcohols with bis(trimethylsilyl)acetylene and its utilization in constructing a fluorescent donor-acceptor system.

作者信息

Horita Akinobu, Tsurugi Hayato, Funayama Atsushi, Satoh Tetsuya, Miura Masahiro

机构信息

Department of Applied Chemistry, Faculty of Engineering, Osaka University, Suita, Osaka 565-0871, Japan.

出版信息

Org Lett. 2007 May 24;9(11):2231-3. doi: 10.1021/ol070799k. Epub 2007 May 4.

DOI:10.1021/ol070799k
PMID:17477540
Abstract

1,1-Disubstituted 3-aryl-2-propyn-1-ols undergo regio- and stereoselective cross-coupling on treatment with bis(trimethylsilyl)acetylene in the presence of a rhodium catalyst via cleavage of C(sp)-C(sp3) and C(sp)-Si bonds to produce the corresponding 2-hydroxymethyl-(E)-enynes. The subsequent desilylative Sonogashira coupling followed by base-promoted cyclization affords fluorescent dihydrofuran derivatives.

摘要

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