Total Synthesis of Ceratopicanol through Tandem Cycloaddition Reaction of a Linear Substrate

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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.
Publisher
WILEY-V C H VERLAG GMBH
Issue Date
2012-10
Language
English
Article Type
Article
Keywords

TRIMETHYLENEMETHANE DIYLS; DIAZO-COMPOUNDS; IN-SITU; (+/-)-CERATOPICANOL; CYCLIZATIONS; TRIQUINANES; SUBSTITUENT; CARBENES; SYSTEM

Citation

CHEMISTRY-AN ASIAN JOURNAL, v.7, no.10, pp.2450 - 2456

ISSN
1861-4728
DOI
10.1002/asia.201200497
URI
http://hdl.handle.net/10203/102308
Appears in Collection
CH-Journal Papers(저널논문)
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