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facile access to optically active ring C aromatic diterpene derivatives. Highly efficient synthesis of (+)-12-methyl-7-oxopodocarpa-8,11,13-triene-13-carboxylic acid and (+)-13-methyl-7-oxopodocarpa-8,11,13-triene-12-carboxylic acid from manool

The extension of our recently developed strategy using the diene 6 as a key intermediate to the synthesis of naturally occurring ring C aromatic diterpene derivatives provided compounds 1a and 2a in five steps from manool 5. However, the physical and spectroscopic properties of either of these synth... Full description

Journal Title: Tetrahedron letters : the international organ for the rapid publication of preliminary communications in organic chemistry 1995, Vol.36(22), pp.3801-3804
Main Author: Nakano , T.
Other Authors: Alonso , R. , Maillo , M.A. , Martin , A.
Format: Electronic Article Electronic Article
Language: English
Subjects:
ID: ISSN: 0040-4039
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recordid: faoagrisUS201301504560
title: facile access to optically active ring C aromatic diterpene derivatives. Highly efficient synthesis of (+)-12-methyl-7-oxopodocarpa-8,11,13-triene-13-carboxylic acid and (+)-13-methyl-7-oxopodocarpa-8,11,13-triene-12-carboxylic acid from manool
format: Article
creator:
  • Nakano , T.
  • Alonso , R.
  • Maillo , M.A.
  • Martin , A.
subjects:
  • Physical Properties
  • Azadirachta Indica
  • Chemical Reactions
  • Aromatic Compounds
  • Chemical Structure
  • Spectral Analysis
  • Stereochemistry
  • Synthesis
  • Diterpenoids
  • Structure
  • Structural Formulas
ispartof: Tetrahedron letters : the international organ for the rapid publication of preliminary communications in organic chemistry, 1995, Vol.36(22), pp.3801-3804
description: The extension of our recently developed strategy using the diene 6 as a key intermediate to the synthesis of naturally occurring ring C aromatic diterpene derivatives provided compounds 1a and 2a in five steps from manool 5. However, the physical and spectroscopic properties of either of these synthetic materials did not agree with those reported for margolone, isolated from Azadirachta indica A. Juss. This indicates that the structure 1a assigned to margolone is not correct and it needs to be reinvestigated. ; Includes references ; p. 3801-3804.
language: eng
source:
identifier: ISSN: 0040-4039
fulltext: fulltext
issn:
  • 00404039
  • 0040-4039
url: Link


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titlefacile access to optically active ring C aromatic diterpene derivatives. Highly efficient synthesis of (+)-12-methyl-7-oxopodocarpa-8,11,13-triene-13-carboxylic acid and (+)-13-methyl-7-oxopodocarpa-8,11,13-triene-12-carboxylic acid from manool
creatorNakano , T. ; Alonso , R. ; Maillo , M.A. ; Martin , A.
ispartofTetrahedron letters : the international organ for the rapid publication of preliminary communications in organic chemistry, 1995, Vol.36(22), pp.3801-3804
identifierISSN: 0040-4039
subjectPhysical Properties ; Azadirachta Indica ; Chemical Reactions ; Aromatic Compounds ; Chemical Structure ; Spectral Analysis ; Stereochemistry ; Synthesis ; Diterpenoids ; Structure ; Structural Formulas
descriptionThe extension of our recently developed strategy using the diene 6 as a key intermediate to the synthesis of naturally occurring ring C aromatic diterpene derivatives provided compounds 1a and 2a in five steps from manool 5. However, the physical and spectroscopic properties of either of these synthetic materials did not agree with those reported for margolone, isolated from Azadirachta indica A. Juss. This indicates that the structure 1a assigned to margolone is not correct and it needs to be reinvestigated. ; Includes references ; p. 3801-3804.
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titlefacile access to optically active ring C aromatic diterpene derivatives. Highly efficient synthesis of (+)-12-methyl-7-oxopodocarpa-8,11,13-triene-13-carboxylic acid and (+)-13-methyl-7-oxopodocarpa-8,11,13-triene-12-carboxylic acid from manool
descriptionThe extension of our recently developed strategy using the diene 6 as a key intermediate to the synthesis of naturally occurring ring C aromatic diterpene derivatives provided compounds 1a and 2a in five steps from manool 5. However, the physical and spectroscopic properties of either of these synthetic materials did not agree with those reported for margolone, isolated from Azadirachta indica A. Juss. This indicates that the structure 1a assigned to margolone is not correct and it needs to be reinvestigated. ; Includes references ; p. 3801-3804.
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alttitlefacile access to optically active ring C aromatic diterpene derivatives. Highly efficient synthesis of (+)-12-methyl-7-oxopodocarpa-8,11,13-triene-13-carboxylic acid and (+)-13-methyl-7-oxopodocarpa-8,11,13-triene-12-carboxylic acid from manool
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titlefacile access to optically active ring C aromatic diterpene derivatives. Highly efficient synthesis of (+)-12-methyl-7-oxopodocarpa-8,11,13-triene-13-carboxylic acid and (+)-13-methyl-7-oxopodocarpa-8,11,13-triene-12-carboxylic acid from manool
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2Chemical Reactions
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4Chemical Structure
5Spectral Analysis
6Stereochemistry
7Synthesis
8Diterpenoids
9Structure
10Structural Formulas
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atitlefacile access to optically active ring C aromatic diterpene derivatives. Highly efficient synthesis of (+)-12-methyl-7-oxopodocarpa-8,11,13-triene-13-carboxylic acid and (+)-13-methyl-7-oxopodocarpa-8,11,13-triene-12-carboxylic acid from manool
jtitleTetrahedron letters : the international organ for the rapid publication of preliminary communications in organic chemistry
addtitlefacile access to optically active ring C aromatic diterpene derivatives. Highly efficient synthesis of (+)-12-methyl-7-oxopodocarpa-8,11,13-triene-13-carboxylic acid and (+)-13-methyl-7-oxopodocarpa-8,11,13-triene-12-carboxylic acid from manool
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abstractThe extension of our recently developed strategy using the diene 6 as a key intermediate to the synthesis of naturally occurring ring C aromatic diterpene derivatives provided compounds 1a and 2a in five steps from manool 5. However, the physical and spectroscopic properties of either of these synthetic materials did not agree with those reported for margolone, isolated from Azadirachta indica A. Juss. This indicates that the structure 1a assigned to margolone is not correct and it needs to be reinvestigated.
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eissn18733581