Total Synthesis of (-)-N-Methylwelwitindolinoneâ
B Isothiocyanate.
Angew Chem Int Ed Engl
; 56(33): 9962-9966, 2017 08 07.
Article
em En
| MEDLINE
| ID: mdl-28700100
ABSTRACT
The asymmetric synthesis of (-)-N-methylwelwitindolinoneâ
B isothiocyanate is reported. Critical challenges overcome through these studies include the stereoselective installation of the sterically congested C13 alkyl chloride and control of the wayward reactivity of the indole unit to standard oxidants. A Pt-catalyzed hydrosilylation helped stymie unwanted rearrangements facilitated by vinyl group participation during the chloride installation step, and a new FeII -catalyzed oxidation accomplished the problematic conversion of indole into 2-indolinone.
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01-internacional
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MEDLINE
Idioma:
En
Ano de publicação:
2017
Tipo de documento:
Article