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Updated: May 3, 2026

Efficient Synthesis of All-Carbon Quaternary Centers via the Conjugate Addition of Functionalized Monoorganozinc Bromides
Published on: May 26, 2019
Enantioselective construction of vicinal all-carbon quaternary centers via catalytic double asymmetric
Santanu Ghosh1, Subhajit Bhunia, Badrinath N Kakde
1Department of Chemistry, Indian Institute of Science Education and Research Bhopal, Bhauri, Indore By-Pass Road, Bhopal, MP-462066, India. alakesh@iiserb.ac.in.
Abstract:
We report a catalytic stereoconvergent construction of vicinal all-carbon quaternary centers via double stereoablative enantioselective alkylation of a mixture having racemic and meso diastereomers of esters to afford exceptional levels of diastereo- (up to 17 : 1) and enantioselectivity (up to >99% ee). The strategy offers an efficient and general approach to dimeric cyclotryptamine alkaloids sharing a labile C(3a)-C(3a') σ-bond in the hexahydropyrroloindoline core.
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