Total Synthesis of (−)-N-Methylwelwitindolinone B Isothiocyanate via a Chlorinative Oxabicycle Ring-Opening Strategy
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چکیده
منابع مشابه
Total Synthesis of (−)-N-Methylwelwitindolinone B Isothiocyanate via a Chlorinative Oxabicycle Ring-Opening Strategy
The first total synthesis of N-methylwelwitindolinone B isothiocyanate is reported. The route features several key steps, including a regio- and diastereoselective chlorinative oxabicycle ring-opening reaction to introduce the challenging alkyl chloride motif.
متن کاملStereocontrolled synthesis of 20,21-dihydro N-methylwelwitindolinone B isothiocyanate.
Described is a concise synthesis of the 20,21-dihydro analog of N-methylwelwitindolinone B isothiocyanate, wherein a cationic homoallyl to cyclopropylmethyl rearrangement is circumvented by hydrogenation of the offending double bond.
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As part of a comprehensive strategy to the welwitindolinone alkaloids possessing a bicyclo[4.3.1]decane core, we report herein concise asymmetric total syntheses of (-)-N-methylwelwitindolinone C isothiocyanate (2a), (-)-N-methylwelwitindolinone C isonitrile (2b), and (-)-3-hydroxy-N-methylwelwitindolinone C isothiocyanate (3a) from a common tetracyclic intermediate. The crucial vinyl chloride ...
متن کاملSynthesis of Polysiloxanes In Microemulsion Via ring opening of D4
Polydimethylsiloxane (PDMS) has been synthesized by ring-opening polymerization of octamethylcyclotetrasiloxane (D4) in microemulsion with acidic catalyst. The structure and properties of microemulsion were characterized by Transmission Electron Microscopy (TEM), Fourier Transform Infrared Spectroscopy (FT-IR), Photo Correlation Spectroscopy (PCS). The effect of the variation in pH value, amoun...
متن کاملsynthesis of polysiloxanes in microemulsion via ring opening of d4
polydimethylsiloxane (pdms) has been synthesized by ring-opening polymerization of octamethylcyclotetrasiloxane (d4) in microemulsion with acidic catalyst. the structure and properties of microemulsion were characterized by transmission electron microscopy (tem), fourier transform infrared spectroscopy (ft-ir), photo correlation spectroscopy (pcs). the effect of the variation in ph value, amoun...
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ژورنال
عنوان ژورنال: Journal of the American Chemical Society
سال: 2014
ISSN: 0002-7863,1520-5126
DOI: 10.1021/ja5087672