Synthetic Studies on the Taxane Skeleton:  Construction of Eight-Membered Carbocyclic Rings by the Intramolecular B-Alkyl Suzuki−Miyaura Cross-Coupling Reaction

Construction of eight-membered carbocyclic rings via the intramolecular B-alkyl Suzuki−Miyaura cross-coupling reaction has been studied. This protocol proved its potency through the formation of the eight-membered ring possessing a quaternary carbon on its ring in high yield, affording promise of a...

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Published inOrganic letters Vol. 6; no. 24; pp. 4491 - 4494
Main Authors Kawada, Hatsuo, Iwamoto, Mitsuhiro, Utsugi, Masayuki, Miyano, Masayuki, Nakada, Masahisa
Format Journal Article
LanguageEnglish
Published WASHINGTON American Chemical Society 25.11.2004
Amer Chemical Soc
Subjects
Chemistry
Chemistry, Organic
Physical Sciences
Science & Technology
ORGANOBORON COMPOUNDS
HALIDES
IODIDES
SEQUENCE
HECK OLEFINATION
ARYL
BROMIDES
DERIVATIVES
ORGANIC ELECTROPHILES
MACROCYCLIZATION
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Summary:Construction of eight-membered carbocyclic rings via the intramolecular B-alkyl Suzuki−Miyaura cross-coupling reaction has been studied. This protocol proved its potency through the formation of the eight-membered ring possessing a quaternary carbon on its ring in high yield, affording promise of a new access to the eight-membered ring of Taxol.
Bibliography:ObjectType-Article-1
SourceType-Scholarly Journals-1
ObjectType-Feature-2
content type line 23
ISSN:1523-7060
1523-7052
DOI:10.1021/ol0481939