Total synthesis of auripyrones A and B and determination of the absolute configuration of auripyrone B

Ichiro Hayakawa; Takuma Takemura; Emi Fukasawa; Yuta Ebihara; Natsuki Sato; Takayasu Nakamura; Kiyotake Suenaga; Hideo Kigoshi

doi:10.1002/anie.200906662

Total synthesis of auripyrones A and B and determination of the absolute configuration of auripyrone B

Ichiro Hayakawa, Takuma Takemura, Emi Fukasawa, Yuta Ebihara, Natsuki Sato, Takayasu Nakamura, Kiyotake Suenaga, Hideo Kigoshi

Department of Chemistry

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

22 Citations (Scopus)

Abstract

(Figure Presented) The winner takes it aldol: The total synthesis of auripyrones A and B was achieved using a diastereoselective aldol-type reaction with 2, 6-diethyl-3, 5-dimethyl-4-pyrone as a key step. The stereostructure and absolute configura-tion of auripyrone B has also been determined.

Original language	English
Pages (from-to)	2401-2405
Number of pages	5
Journal	Angewandte Chemie - International Edition
Volume	49
Issue number	13
DOIs	https://doi.org/10.1002/anie.200906662
Publication status	Published - 2010 Mar 22

Keywords

Aldol reactions
Auripyrones
Diastereoselectivity
Natural products
Total synthesis

ASJC Scopus subject areas

Catalysis
Chemistry(all)

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10.1002/anie.200906662

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abstract = "(Figure Presented) The winner takes it aldol: The total synthesis of auripyrones A and B was achieved using a diastereoselective aldol-type reaction with 2, 6-diethyl-3, 5-dimethyl-4-pyrone as a key step. The stereostructure and absolute configura-tion of auripyrone B has also been determined.",

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AU - Hayakawa, Ichiro

AU - Takemura, Takuma

AU - Fukasawa, Emi

AU - Ebihara, Yuta

AU - Sato, Natsuki

AU - Nakamura, Takayasu

AU - Suenaga, Kiyotake

AU - Kigoshi, Hideo

PY - 2010/3/22

Y1 - 2010/3/22

N2 - (Figure Presented) The winner takes it aldol: The total synthesis of auripyrones A and B was achieved using a diastereoselective aldol-type reaction with 2, 6-diethyl-3, 5-dimethyl-4-pyrone as a key step. The stereostructure and absolute configura-tion of auripyrone B has also been determined.

AB - (Figure Presented) The winner takes it aldol: The total synthesis of auripyrones A and B was achieved using a diastereoselective aldol-type reaction with 2, 6-diethyl-3, 5-dimethyl-4-pyrone as a key step. The stereostructure and absolute configura-tion of auripyrone B has also been determined.

KW - Aldol reactions

KW - Auripyrones

KW - Diastereoselectivity

KW - Natural products

KW - Total synthesis

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Total synthesis of auripyrones A and B and determination of the absolute configuration of auripyrone B

Abstract

Keywords

ASJC Scopus subject areas

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