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Regiodivergent Synthesis of Spirocyclic Compounds through Pd‐Catalyzed Regio‐ and Enantioselective [3+2] Spiroannulation
Author(s) -
Trost Barry M.,
Zuo Zhijun
Publication year - 2021
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.202016439
Subject(s) - regioselectivity , enantioselective synthesis , catalysis , chemistry , combinatorial chemistry , palladium , stereochemistry , organic chemistry
A novel Pd 0 ‐catalyzed highly regio‐ and enantioselective [3+2] spiroannulation reaction has been developed for rapid assembly of a new class of [5,5] spirocyclic carbo‐ and heterocycles. Notably, the regioselectivity could be dominated by fine‐tuning of the Pd‐π‐allyl intermediate. An array of coupling partners could be well‐tolerated with excellent regio‐, and enantioselectivities. Moreover, the potential application of this reaction was exemplified by several further transformations.