The High-Intrinsic Diels−Alder Reactivity of (−)-Galiellalactone; Generating Four Quaternary Carbon Centers under Mild Conditions

2004 ◽  
Vol 2004 (13) ◽  
pp. 2783-2790 ◽  
Author(s):  
Franz von Nussbaum ◽  
Roman Hanke ◽  
Thomas Fahrig ◽  
Jordi Benet-Buchholz
Keyword(s):  
Diels Alder ◽  
Quaternary Carbon ◽  
Carbon Centers ◽  
Mild Conditions

The High-Intrinsic Diels—Alder Reactivity of (-)-Galiellalactone; Generating Four Quaternary Carbon Centers under Mild Conditions.

ChemInform ◽  
2004 ◽  
Vol 35 (46) ◽  
Author(s):  
Franz von Nussbaum ◽  
Roman Hanke ◽  
Thomas Fahrig ◽  
Jordi Benet-Buchholz
Keyword(s):  
Diels Alder ◽  
Quaternary Carbon ◽  
Carbon Centers ◽  
Mild Conditions

Synthetic Studies on Bilobalide

Synlett ◽  
2020 ◽  
Vol 31 (03) ◽  
pp. 290-294
Author(s):  
Akihiro Shiogai ◽  
Tatsuya Toma ◽  
Satoshi Yokoshima
Keyword(s):  
Alder Reaction ◽  
Diels Alder ◽  
Cyclic Acetal ◽  
Quaternary Carbon ◽  
Cyclic Anhydride ◽  
Carbon Centers ◽  
Diels Alder Reaction ◽  
Acidic Conditions ◽  
Synthetic Studies

We disclose our synthetic studies on bilobalide, which features a Diels–Alder reaction of a cyclic anhydride to form two contiguous quaternary carbon centers, desymmetrization of a symmetric diol, and construction of a cyclic acetal under acidic conditions with inversion of configuration at an allylic position.

scholarly journals One-pot Diels–Alder cycloaddition/gold(I)-catalyzed 6-endo-dig cyclization for the synthesis of the complex bicyclo[3.3.1]alkenone framework

2011 ◽  
Vol 7 ◽  
pp. 1007-1013 ◽  
Author(s):  
Boubacar Sow ◽  
Gabriel Bellavance ◽  
Francis Barabé ◽  
Louis Barriault
Keyword(s):  
Alder Reaction ◽  
Diels Alder ◽  
Biologically Active ◽  
Quaternary Carbon ◽  
Rapid Synthesis ◽  
One Pot ◽  
Active Compounds ◽  
Carbon Centers ◽  
Diels Alder Reaction ◽  
Architectural Feature

The rapid synthesis of bicyclo[m.n.1]alkanone cores possessing quaternary carbon centers adjacent to a bridged ketone represents a significant synthetic challenge. This type of architectural feature is embedded in various complex biologically active compounds such as hyperforin and garsubellin A. Herein, we report a highly diastereoselective one-pot Diels–Alder reaction/Au(I)-catalyzed carbocyclization to generate bicyclo[3.3.1]alkanones in yields ranging from 48–93%.

Stereocontrolled Synthesis of Highly Functionalized Quaternary Carbon Centers: A Route to α-Substituted Serines

2009 ◽  
Vol 121 (23) ◽  
pp. 4266-4269 ◽  
Author(s):  
Xavier Ariza ◽  
Josep Cornellà ◽  
Mercè Font-Bardia ◽  
Jordi Garcia ◽  
Jordi Ortiz ◽  
...  
Keyword(s):  
Quaternary Carbon ◽  
Carbon Centers ◽  
Stereocontrolled Synthesis
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