Total synthesis of (-)-PA-48153C (pironetin) utilising L-quebrachitol as a chiral building block

Noritaka Chida; Mitsukane Yoshinaga; Takahiko Tobe; Seiichiro Ogawa

doi:10.1039/a701404j

Total synthesis of (-)-PA-48153C (pironetin) utilising L-quebrachitol as a chiral building block

Noritaka Chida, Mitsukane Yoshinaga, Takahiko Tobe, Seiichiro Ogawa

Department of Applied Chemistry

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

47 Citations (Scopus)

Abstract

The chiral and stereoselective synthesis of (-)-PA-48153C (pironetin) 1, a novel immunosuppressant, is described; the acyclic portion possessing four contiguous chiral centres in 1 was constructed stereoselectively from L-quebrachitol and the 2-pyranone moiety was prepared from L-malic acid.

Original language	English
Pages (from-to)	1043-1044
Number of pages	2
Journal	Chemical Communications
Issue number	11
DOIs	https://doi.org/10.1039/a701404j
Publication status	Published - 1997 Jan 1

ASJC Scopus subject areas

Catalysis
Electronic, Optical and Magnetic Materials
Ceramics and Composites
Chemistry(all)
Surfaces, Coatings and Films
Metals and Alloys
Materials Chemistry

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10.1039/a701404j

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title = "Total synthesis of (-)-PA-48153C (pironetin) utilising L-quebrachitol as a chiral building block",

abstract = "The chiral and stereoselective synthesis of (-)-PA-48153C (pironetin) 1, a novel immunosuppressant, is described; the acyclic portion possessing four contiguous chiral centres in 1 was constructed stereoselectively from L-quebrachitol and the 2-pyranone moiety was prepared from L-malic acid.",

author = "Noritaka Chida and Mitsukane Yoshinaga and Takahiko Tobe and Seiichiro Ogawa",

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AU - Tobe, Takahiko

AU - Ogawa, Seiichiro

PY - 1997/1/1

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N2 - The chiral and stereoselective synthesis of (-)-PA-48153C (pironetin) 1, a novel immunosuppressant, is described; the acyclic portion possessing four contiguous chiral centres in 1 was constructed stereoselectively from L-quebrachitol and the 2-pyranone moiety was prepared from L-malic acid.

AB - The chiral and stereoselective synthesis of (-)-PA-48153C (pironetin) 1, a novel immunosuppressant, is described; the acyclic portion possessing four contiguous chiral centres in 1 was constructed stereoselectively from L-quebrachitol and the 2-pyranone moiety was prepared from L-malic acid.

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Total synthesis of (-)-PA-48153C (pironetin) utilising L-quebrachitol as a chiral building block

Abstract

ASJC Scopus subject areas

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