Premium
Allenes and Dienes as Chiral Allylmetal Pronucleophiles in Catalytic Enantioselective C=X Addition: Historical Perspective and State‐of‐The‐Art Survey
Author(s) -
Xiang Ming,
Pfaffinger Dana E.,
Krische Michael J.
Publication year - 2021
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.202101890
Subject(s) - enantioselective synthesis , electrophile , chemistry , catalysis , intermolecular force , organocatalysis , organic chemistry , combinatorial chemistry , molecule
The use of allenes and 1,3‐dienes as chiral allylmetal pronucleophiles in intermolecular catalytic enantioselective reductive additions to aldehydes, ketones, imines, carbon dioxide and other C=X electrophiles is exhaustively catalogued together with redox‐neutral hydrogen auto‐transfer processes. Coverage is limited to processes that result in both C−H and C−C bond formation. The use of alkynes as latent allylmetal pronucleophiles and multicomponent C=X allylations involving allenes and dienes is not covered. As illustrated in this review, the ability of allenes and 1,3‐dienes to serve as tractable non‐metallic pronucleophiles has evoked many useful transformations that have no counterpart in traditional allylmetal chemistry.