Journal
MOLECULES
Volume 20, Issue 7, Pages 11733-11764Publisher
MDPI
DOI: 10.3390/molecules200711733
Keywords
asymmetric catalysis; conjugate addition; cycloaddition; organocatalysis; phenol; quinone methide
Funding
- University of Bologna (RFO program)
Ask authors/readers for more resources
Quinone methides (QMs) are highly reactive compounds that have been defined as elusive intermediates, or even as a synthetic enigma in organic chemistry. Indeed, there were just a handful of examples of their utilization in catalytic asymmetric settings until some years ago. This review collects organocatalytic asymmetric reactions that employ QMs as substrates and intermediates, from the early examples, mostly based on stabilized QMs bearing specific substitution patterns, to more recent contributions, which have dramatically expanded the scope of QM chemistry. In fact, it was only very recently that the generation of QMs in situ through strategies compatible with organocatalytic methodologies has been realized. This tactic has finally opened the gate to the full exploitation of these unstable intermediates, leading to a series of remarkable disclosures. Several types of synthetically powerful asymmetric addition and cycloaddition reactions, applicable to a broad range of QMs, are now available.
Authors
I am an author on this paper
Click your name to claim this paper and add it to your profile.
Reviews
Recommended
No Data Available