Synthetic studies on pseudolaric acid B: Construction of the trans-fused [5–7] ring system via Dieckmann condensation

Naoki Mori; Chiaki Mase; Hidenori Watanabe; Hirosato Takikawa

doi:10.1016/j.tetlet.2018.05.069

Synthetic studies on pseudolaric acid B: Construction of the trans-fused [5–7] ring system via Dieckmann condensation

Naoki Mori, Chiaki Mase, Hidenori Watanabe, Hirosato Takikawa

SCI - Chemistry

The University of Tokyo

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

3 Citations (Scopus)

Abstract

Pseudolaric acids A (1) and B (2) are diterpene acids isolated from the root bark of Pseudolarix kaempferi as the main biologically active constituents of tujinpi, a traditional Chinese medicinal herb. Studies toward the total synthesis of 2 are described. The unusual trans-fused [5–7] ring system in the core structure of 2 was successfully synthesized via Dieckmann condensation.

Original language	English
Pages (from-to)	2600-2603
Number of pages	4
Journal	Tetrahedron Letters
Volume	59
Issue number	26
DOIs	https://doi.org/10.1016/j.tetlet.2018.05.069
Publication status	Published - 2018 Jun 27

Keywords

Dieckmann condensation
Diterpenes
Peudolaric acids
Trans-fused [5–7] ring system

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10.1016/j.tetlet.2018.05.069

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title = "Synthetic studies on pseudolaric acid B: Construction of the trans-fused [5–7] ring system via Dieckmann condensation",

abstract = "Pseudolaric acids A (1) and B (2) are diterpene acids isolated from the root bark of Pseudolarix kaempferi as the main biologically active constituents of tujinpi, a traditional Chinese medicinal herb. Studies toward the total synthesis of 2 are described. The unusual trans-fused [5–7] ring system in the core structure of 2 was successfully synthesized via Dieckmann condensation.",

keywords = "Dieckmann condensation, Diterpenes, Peudolaric acids, Trans-fused [5–7] ring system",

author = "Naoki Mori and Chiaki Mase and Hidenori Watanabe and Hirosato Takikawa",

note = "Funding Information: This work was supported by Grant-in-Aid for Scientific Research (C) from the Japan Society for the Promotion of Science to N.M. (Grant Number 16K07712). Publisher Copyright: {\textcopyright} 2018 Elsevier Ltd",

year = "2018",

month = jun,

day = "27",

doi = "10.1016/j.tetlet.2018.05.069",

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TY - JOUR

T1 - Synthetic studies on pseudolaric acid B

T2 - Construction of the trans-fused [5–7] ring system via Dieckmann condensation

AU - Mori, Naoki

AU - Mase, Chiaki

AU - Watanabe, Hidenori

AU - Takikawa, Hirosato

N1 - Funding Information: This work was supported by Grant-in-Aid for Scientific Research (C) from the Japan Society for the Promotion of Science to N.M. (Grant Number 16K07712). Publisher Copyright: © 2018 Elsevier Ltd

PY - 2018/6/27

Y1 - 2018/6/27

N2 - Pseudolaric acids A (1) and B (2) are diterpene acids isolated from the root bark of Pseudolarix kaempferi as the main biologically active constituents of tujinpi, a traditional Chinese medicinal herb. Studies toward the total synthesis of 2 are described. The unusual trans-fused [5–7] ring system in the core structure of 2 was successfully synthesized via Dieckmann condensation.

AB - Pseudolaric acids A (1) and B (2) are diterpene acids isolated from the root bark of Pseudolarix kaempferi as the main biologically active constituents of tujinpi, a traditional Chinese medicinal herb. Studies toward the total synthesis of 2 are described. The unusual trans-fused [5–7] ring system in the core structure of 2 was successfully synthesized via Dieckmann condensation.

KW - Dieckmann condensation

KW - Diterpenes

KW - Peudolaric acids

KW - Trans-fused [5–7] ring system

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M3 - Article

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SN - 0040-4039

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JO - Tetrahedron Letters

JF - Tetrahedron Letters

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ER -

Synthetic studies on pseudolaric acid B: Construction of the trans-fused [5–7] ring system via Dieckmann condensation

Abstract

Keywords

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