Asymmetric synthesis of (+)-febrifugine and (+)-isofebrifugine using yeast reduction

Yasuo Takeuchi, Kumiko Azuma, Kentaro Takakura, Hitoshi Abe, Hye-Sook Kim, Yusuke Wataya, Takashi Harayama

Research output: Contribution to journalArticle

53 Citations (Scopus)

Abstract

The antimalarial agents febrifugine (D-1) and isofebrifugine (D-2) were synthesized from chiral 3-piperidinol (D-4), which was asymmetrically prepared by the yeast reduction of 3-piperidone derivatives (DL-3), with dynamic optical resolution.

Original languageEnglish
Pages (from-to)1213-1218
Number of pages6
JournalTetrahedron
Volume57
Issue number7
DOIs
Publication statusPublished - Feb 11 2001

Fingerprint

Yeast
Piperidones
Yeasts
Antimalarials
Derivatives
febrifugine

Keywords

  • Antimalarial compounds
  • Asymmetric synthesis
  • Optical resolution
  • Reduction

ASJC Scopus subject areas

  • Biochemistry
  • Organic Chemistry
  • Drug Discovery

Cite this

Asymmetric synthesis of (+)-febrifugine and (+)-isofebrifugine using yeast reduction. / Takeuchi, Yasuo; Azuma, Kumiko; Takakura, Kentaro; Abe, Hitoshi; Kim, Hye-Sook; Wataya, Yusuke; Harayama, Takashi.

In: Tetrahedron, Vol. 57, No. 7, 11.02.2001, p. 1213-1218.

Research output: Contribution to journalArticle

Takeuchi, Yasuo ; Azuma, Kumiko ; Takakura, Kentaro ; Abe, Hitoshi ; Kim, Hye-Sook ; Wataya, Yusuke ; Harayama, Takashi. / Asymmetric synthesis of (+)-febrifugine and (+)-isofebrifugine using yeast reduction. In: Tetrahedron. 2001 ; Vol. 57, No. 7. pp. 1213-1218.
@article{d2df2699b97c4db2b9fc93fd96bbfcca,
title = "Asymmetric synthesis of (+)-febrifugine and (+)-isofebrifugine using yeast reduction",
abstract = "The antimalarial agents febrifugine (D-1) and isofebrifugine (D-2) were synthesized from chiral 3-piperidinol (D-4), which was asymmetrically prepared by the yeast reduction of 3-piperidone derivatives (DL-3), with dynamic optical resolution.",
keywords = "Antimalarial compounds, Asymmetric synthesis, Optical resolution, Reduction",
author = "Yasuo Takeuchi and Kumiko Azuma and Kentaro Takakura and Hitoshi Abe and Hye-Sook Kim and Yusuke Wataya and Takashi Harayama",
year = "2001",
month = "2",
day = "11",
doi = "10.1016/S0040-4020(00)01109-1",
language = "English",
volume = "57",
pages = "1213--1218",
journal = "Tetrahedron",
issn = "0040-4020",
publisher = "Elsevier Limited",
number = "7",

}

TY - JOUR

T1 - Asymmetric synthesis of (+)-febrifugine and (+)-isofebrifugine using yeast reduction

AU - Takeuchi, Yasuo

AU - Azuma, Kumiko

AU - Takakura, Kentaro

AU - Abe, Hitoshi

AU - Kim, Hye-Sook

AU - Wataya, Yusuke

AU - Harayama, Takashi

PY - 2001/2/11

Y1 - 2001/2/11

N2 - The antimalarial agents febrifugine (D-1) and isofebrifugine (D-2) were synthesized from chiral 3-piperidinol (D-4), which was asymmetrically prepared by the yeast reduction of 3-piperidone derivatives (DL-3), with dynamic optical resolution.

AB - The antimalarial agents febrifugine (D-1) and isofebrifugine (D-2) were synthesized from chiral 3-piperidinol (D-4), which was asymmetrically prepared by the yeast reduction of 3-piperidone derivatives (DL-3), with dynamic optical resolution.

KW - Antimalarial compounds

KW - Asymmetric synthesis

KW - Optical resolution

KW - Reduction

UR - http://www.scopus.com/inward/record.url?scp=0035843361&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=0035843361&partnerID=8YFLogxK

U2 - 10.1016/S0040-4020(00)01109-1

DO - 10.1016/S0040-4020(00)01109-1

M3 - Article

AN - SCOPUS:0035843361

VL - 57

SP - 1213

EP - 1218

JO - Tetrahedron

JF - Tetrahedron

SN - 0040-4020

IS - 7

ER -