Synthetic studies on the taxane skeleton: Construction of eight-membered carbocyclic rings by the intramolecular B-alkyl Suzuki-Miyaura cross-coupling reaction

Hatsuo Kawada; Mitsuhiro Iwamoto; Masayuki Utsugi; Masayuki Miyano; Masahisa Nakada

doi:10.1021/ol0481939

Synthetic studies on the taxane skeleton: Construction of eight-membered carbocyclic rings by the intramolecular B-alkyl Suzuki-Miyaura cross-coupling reaction

Hatsuo Kawada, Mitsuhiro Iwamoto, Masayuki Utsugi, Masayuki Miyano, Masahisa Nakada^*

^*Corresponding author for this work

School of Advanced Science and Engineering

Research output: Contribution to journal › Article › peer-review

24 Citations (Scopus)

Abstract

(Chemical equation presented) 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.

Original language	English
Pages (from-to)	4491-4494
Number of pages	4
Journal	Organic Letters
Volume	6
Issue number	24
DOIs	https://doi.org/10.1021/ol0481939
Publication status	Published - 2004 Nov 25

ASJC Scopus subject areas

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

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10.1021/ol0481939

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abstract = "(Chemical equation presented) 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.",

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AU - Iwamoto, Mitsuhiro

AU - Utsugi, Masayuki

AU - Miyano, Masayuki

AU - Nakada, Masahisa

PY - 2004/11/25

Y1 - 2004/11/25

N2 - (Chemical equation presented) 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.

AB - (Chemical equation presented) 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.

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Synthetic studies on the taxane skeleton: Construction of eight-membered carbocyclic rings by the intramolecular B-alkyl Suzuki-Miyaura cross-coupling reaction

Abstract

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