Enantioselective Rhodium-Catalyzed Allylic Substitution with a Nitrile Anion: Construction of Acyclic Quaternary Carbon Stereogenic Centers

2015 ◽  
Vol 137 (19) ◽  
pp. 6156-6159 ◽  
Author(s):  
Ben W. H. Turnbull ◽  
P. Andrew Evans
Keyword(s):  
Allylic Substitution ◽  
Quaternary Carbon ◽  
Stereogenic Centers

scholarly journals N-Substituted tertiary and O-substituted quaternary carbon stereogenic centers by site-, diastereo- and enantioselective vinylogous Mannich reactions

2015 ◽  
Vol 56 (23) ◽  
pp. 3489-3493 ◽  
Author(s):  
Daniel L. Silverio ◽  
Peng Fu ◽  
Emma L. Carswell ◽  
Marc L. Snapper ◽  
Amir H. Hoveyda
Keyword(s):  
Quaternary Carbon ◽  
Mannich Reactions ◽  
Stereogenic Centers

Regio‐ and Enantioselective Synthesis of Sulfone‐Bearing Quaternary Carbon Stereocenters by Pd‐Catalyzed Allylic Substitution

2019 ◽  
Vol 132 (3) ◽  
pp. 1356-1361 ◽  
Author(s):  
Ajmal Khan ◽  
Heng Zhao ◽  
Meina Zhang ◽  
Shahid Khan ◽  
Depeng Zhao
Keyword(s):  
Enantioselective Synthesis ◽  
Allylic Substitution ◽  
Quaternary Carbon

Synthesis of the [7-5-5] tricyclic core of Daphniphyllum alkaloids

2018 ◽  
Vol 16 (19) ◽  
pp. 3556-3559 ◽  
Author(s):  
Yusuke Kitabayashi ◽  
Tohru Fukuyama ◽  
Satoshi Yokoshima
Keyword(s):  
Double Bond ◽  
Quaternary Carbon ◽  
Wittig Rearrangement ◽  
Stereogenic Centers ◽  
Tricyclic Core

The [7-5-5] tricyclic core of the Daphniphyllum alkaloids was constructed, featuring a Claisen-Ireland rearrangement to install the two contiguous stereogenic centers, E1cB elimination to form the tetrasubstituted C–C double bond, and a 2,3-Wittig rearrangement to construct the quaternary carbon.

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