Total Synthesis of Ceratopicanol through Tandem Cycloaddition Reaction of a Linear Substrate |
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| Authors: | Sang‐Shin Lee Won‐Yeob Kim Prof Dr Hee‐Yoon Lee |
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| Institution: | Department of Chemistry, KAIST, 373‐1 Gusung Dong, Yuseong, Daejeon, 305‐701 (Korea), Fax: (+82)?42‐350‐2810 |
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| Abstract: | Total synthesis of ceratopicanol ( 1 ) was achieved with a tandem cycloaddition reaction of allenyl diazo compound 6 via a trimethylenemethane (TMM) diyl intermediate. The TMM diyl mediated 2+3] cycloaddition reaction furnished the consecutive quaternary carbon centers and showed an unusual diastereoselectivity. |
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| Keywords: | diradical cycladdition reaction stereoselectivity total synthesis triquinane |
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