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Total syntheses of (-)-scabronines G and A, and (-)-episcabronine A.

Making scab(ronine)s: The total synthesis of (-)-scabronine G features a highly stereoselective oxidative dearomatization/intramolecular inverse-electron-demand Diels-Alder reaction cascade, and the first total synthesis of (-)-scabronine A comprises a highly stereoselective oxa-Michael/protonation/... Full description

Journal Title: Angewandte Chemie (International ed. in English) July 15, 2013, Vol.52(29), pp.7569-7573
Main Author: Kobayakawa, Yu
Other Authors: Nakada, Masahisa
Format: Electronic Article Electronic Article
Language: English
Subjects:
ID: E-ISSN: 1521-3773 ; DOI: 1521-3773 ; DOI: 10.1002/anie.201303224
Link: http://search.proquest.com/docview/1399924536/?pq-origsite=primo
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recordid: proquest1399924536
title: Total syntheses of (-)-scabronines G and A, and (-)-episcabronine A.
format: Article
creator:
  • Kobayakawa, Yu
  • Nakada, Masahisa
subjects:
  • Cycloaddition Reaction–Chemical Synthesis
  • Diterpenes–Chemistry
  • Oxidation-Reduction–Chemistry
  • Stereoisomerism–Chemistry
  • Diterpenes
  • Scabronine A
  • Scabronine G
  • Cycloaddition
  • Enantioselectivity
  • Medium-Ring Compounds
  • Natural Products
  • Total Synthesis
ispartof: Angewandte Chemie (International ed. in English), July 15, 2013, Vol.52(29), pp.7569-7573
description: Making scab(ronine)s: The total synthesis of (-)-scabronine G features a highly stereoselective oxidative dearomatization/intramolecular inverse-electron-demand Diels-Alder reaction cascade, and the first total synthesis of (-)-scabronine A comprises a highly stereoselective oxa-Michael/protonation/acetalization cascade. The first total synthesis of (-)-episcabronine A includes another highly stereoselective cascade.
language: eng
source:
identifier: E-ISSN: 1521-3773 ; DOI: 1521-3773 ; DOI: 10.1002/anie.201303224
fulltext: fulltext
issn:
  • 15213773
  • 1521-3773
url: Link


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titleTotal syntheses of (-)-scabronines G and A, and (-)-episcabronine A.
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subjectCycloaddition Reaction–Chemical Synthesis ; Diterpenes–Chemistry ; Oxidation-Reduction–Chemistry ; Stereoisomerism–Chemistry ; Diterpenes ; Scabronine A ; Scabronine G ; Cycloaddition ; Enantioselectivity ; Medium-Ring Compounds ; Natural Products ; Total Synthesis
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