AI Article Synopsis

  • Ring-expansion strategies, like the Dowd-Beckwith reaction, utilize existing ring structures to create complex products while avoiding unfavorable energy effects from traditional methods.
  • This review covers the evolution of the Dowd-Beckwith reaction over the last 30 years, highlighting its significance in organic synthesis.
  • The authors aim to showcase the key features and contributions of this reaction, encouraging further advancements in synthetic applications.

Article Abstract

Ring-expansion strategies are valuable synthetic tools that take benefit of existing ring structures and evade the unfavorable enthalpic-and entropic effects that arise with end-to-end cyclizations. One potentially important class of such reactions is the Dowd-Beckwith reaction, the ring-expansion of ketones via alkoxy radicals. The exciting advancement in this research area is starting to show its potential, as demonstrated by applying this methodology in strategy-level bond formation to synthesize complex natural products. This Review aims to provide the first comprehensive survey of the development of the Dowd-Beckwith reaction spanning three decades from the initial report to the present day, thus providing the readers with great detail about the contributions of this reaction to organic synthesis. We hope that this review will further disclose the salient features of the Dowd-Beckwith reaction for synthetic applications and encourage the development of new, more advanced applications.

Download full-text PDF

Source
http://dx.doi.org/10.1002/chem.202202025DOI Listing

Publication Analysis

Top Keywords

dowd-beckwith reaction
16
dowd-beckwith
4
reaction history
4
history strategies
4
strategies synthetic
4
synthetic potential
4
potential ring-expansion
4
ring-expansion strategies
4
strategies valuable
4
valuable synthetic
4

Similar Publications

Want AI Summaries of new PubMed Abstracts delivered to your In-box?

Enter search terms and have AI summaries delivered each week - change queries or unsubscribe any time!