Synthesis of (-)-ent-altholactone, (+)-7a-epi-altholactone, (-)-ent-isoaltholactone and (-)-7a-epi-isoaltholactone from 2,3-O-cyclohexylidene-D-glyceraldehyde

Akira Hiratate, Hiromasa Kiyota, Takayuki Oritani

Research output: Contribution to journalArticle

5 Citations (Scopus)

Abstract

Synthesis of the diastereomers of (+)-altholactone, an antitumor acetogenin from various Goniothalamus species, was achieved. Four isomers including 3a,7a-trans-fused analogs were synthesized from 2,3-O-cyclohexylidene-D-glyceraldehyde via twice separation of diastereomers.

Original languageEnglish
Pages (from-to)361-365
Number of pages5
JournalJournal of Pesticide Science
Volume26
Issue number4
Publication statusPublished - 2001
Externally publishedYes

Fingerprint

Goniothalamus
Acetogenins
glyceraldehyde
Glyceraldehyde
diastereomers
acetogenins
synthesis
isomers
altholactone

Keywords

  • Altholactone
  • Goniothalenol
  • Isoaltholactone
  • Total synthesis

ASJC Scopus subject areas

  • Insect Science

Cite this

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title = "Synthesis of (-)-ent-altholactone, (+)-7a-epi-altholactone, (-)-ent-isoaltholactone and (-)-7a-epi-isoaltholactone from 2,3-O-cyclohexylidene-D-glyceraldehyde",
abstract = "Synthesis of the diastereomers of (+)-altholactone, an antitumor acetogenin from various Goniothalamus species, was achieved. Four isomers including 3a,7a-trans-fused analogs were synthesized from 2,3-O-cyclohexylidene-D-glyceraldehyde via twice separation of diastereomers.",
keywords = "Altholactone, Goniothalenol, Isoaltholactone, Total synthesis",
author = "Akira Hiratate and Hiromasa Kiyota and Takayuki Oritani",
year = "2001",
language = "English",
volume = "26",
pages = "361--365",
journal = "Journal of Pesticide Sciences",
issn = "1348-589X",
publisher = "Pesticide Science Society of Japan",
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TY - JOUR

T1 - Synthesis of (-)-ent-altholactone, (+)-7a-epi-altholactone, (-)-ent-isoaltholactone and (-)-7a-epi-isoaltholactone from 2,3-O-cyclohexylidene-D-glyceraldehyde

AU - Hiratate, Akira

AU - Kiyota, Hiromasa

AU - Oritani, Takayuki

PY - 2001

Y1 - 2001

N2 - Synthesis of the diastereomers of (+)-altholactone, an antitumor acetogenin from various Goniothalamus species, was achieved. Four isomers including 3a,7a-trans-fused analogs were synthesized from 2,3-O-cyclohexylidene-D-glyceraldehyde via twice separation of diastereomers.

AB - Synthesis of the diastereomers of (+)-altholactone, an antitumor acetogenin from various Goniothalamus species, was achieved. Four isomers including 3a,7a-trans-fused analogs were synthesized from 2,3-O-cyclohexylidene-D-glyceraldehyde via twice separation of diastereomers.

KW - Altholactone

KW - Goniothalenol

KW - Isoaltholactone

KW - Total synthesis

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M3 - Article

AN - SCOPUS:0035649899

VL - 26

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EP - 365

JO - Journal of Pesticide Sciences

JF - Journal of Pesticide Sciences

SN - 1348-589X

IS - 4

ER -