期刊
ADVANCED SYNTHESIS & CATALYSIS
卷 -, 期 -, 页码 -出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/adsc.202300709
关键词
p-Quinone monoacetals; Grignard reagents; Bridged Rings; Nucleophilic addition; Cyclization
This paper describes the development of a tandem conjugate addition-cyclization sequence of p-quinone monoacetals with 2-siloxyphenyl Grignard reagents, resulting in the synthesis of phenol-bridged cyclohexanone derivatives. It also reports a tandem conjugate-addition and dimerization reaction of p-quinone monoacetals with Grignard reagents, leading to the diastereoselective synthesis of complex bridged-ring compounds bearing tricyclo[6.2.2.0(2,7)]dodecene skeletons.
Described herein is the development of an organoaluminium-mediated tandem conjugate addition-cyclization sequence of p-quinone monoacetals with 2-siloxyphenyl Grignard reagents to afford a collection of phenol-bridged cyclohexanone derivatives. Furthermore, a tandem conjugate-addition and dimerization reaction of p-quinone monoacetals with Grignard reagents is also reported to offer a straightforward and diastereoselective synthesis of complex bridged-ring compounds bearing tricyclo[6.2.2.0(2,7)]dodecene skeletons.
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