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

Yu Kobayakawa; Masahisa Nakada

doi:10.1002/anie.201303224

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

Yu Kobayakawa, Masahisa Nakada^*

^*Corresponding author for this work

School of Advanced Science and Engineering

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

29 Citations (Scopus)

Abstract

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.

Original language	English
Pages (from-to)	7569-7573
Number of pages	5
Journal	Angewandte Chemie - International Edition
Volume	52
Issue number	29
DOIs	https://doi.org/10.1002/anie.201303224
Publication status	Published - 2013 Jul 15

Keywords

cycloaddition
enantioselectivity
medium-ring compounds
natural products
total synthesis

ASJC Scopus subject areas

Catalysis
Chemistry(all)

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AU - Nakada, Masahisa

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N2 - 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.

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KW - enantioselectivity

KW - medium-ring compounds

KW - natural products

KW - total synthesis

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

Abstract

Keywords

ASJC Scopus subject areas

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