Palladium-catalyzed medium-ring formation for construction of the core structure of laurencia oxacycles: Synthetic study of laurendecumallene B

Yuji Yoshimitsu; Shinsuke Inuki; Shinya Oishi; Nobutaka Fujii; Hiroaki Ohno

doi:10.1021/ol401231y

Palladium-catalyzed medium-ring formation for construction of the core structure of laurencia oxacycles: Synthetic study of laurendecumallene B

Yuji Yoshimitsu, Shinsuke Inuki, Shinya Oishi, Nobutaka Fujii, Hiroaki Ohno

Department of Chemistry

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

8 Citations (Scopus)

Abstract

Palladium-catalyzed medium-ring formation from a cyclic propargyl carbonate via a ring-opening and -closing cascade proceeded at the central carbon atom of the propargyl unit to provide a tetrahydro-2H-oxocine derivative bearing the core structure of laurencia oxacycle. The synthetic application of this reaction to a possible laurendecumallene B precursor is also presented.

Original language	English
Pages (from-to)	3046-3049
Number of pages	4
Journal	Organic Letters
Volume	15
Issue number	12
DOIs	https://doi.org/10.1021/ol401231y
Publication status	Published - 2013 Jun 21

ASJC Scopus subject areas

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

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author = "Yuji Yoshimitsu and Shinsuke Inuki and Shinya Oishi and Nobutaka Fujii and Hiroaki Ohno",

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T2 - Synthetic study of laurendecumallene B

AU - Yoshimitsu, Yuji

AU - Inuki, Shinsuke

AU - Oishi, Shinya

AU - Fujii, Nobutaka

AU - Ohno, Hiroaki

PY - 2013/6/21

Y1 - 2013/6/21

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AB - Palladium-catalyzed medium-ring formation from a cyclic propargyl carbonate via a ring-opening and -closing cascade proceeded at the central carbon atom of the propargyl unit to provide a tetrahydro-2H-oxocine derivative bearing the core structure of laurencia oxacycle. The synthetic application of this reaction to a possible laurendecumallene B precursor is also presented.

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Palladium-catalyzed medium-ring formation for construction of the core structure of laurencia oxacycles: Synthetic study of laurendecumallene B

Abstract

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