Carbonyl Allylation and Crotylation: Historical Perspective, Relevance to Polyketide Synthesis, and Evolution of Enantioselective Ruthenium-Catalyzed Hydrogen Auto-Transfer Processes

Abstract

The evolution of methods for carbonyl allylation and crotylation of alcohol proelectrophiles culminating in the design of iodide-bound ruthenium-JOSIPHOS catalysts is prefaced by a brief historical perspective on asymmetric carbonyl allylation and its relevance to polyketide construction. Using gaseous allene or butadiene as precursors to allyl- or crotylruthenium nucleophiles, respectively, new capabilities for carbonyl allylation and crotylation have been unlocked, including stereo- and site-selective methods for the allylation and crotylation of 1,3-diols and related polyols.

1 Introduction and Historical Perspective

2 Ruthenium-Catalyzed Conversion of Lower Alcohols into Higher Alcohols

3 Conclusion and Future Outlook

Key words

polyketide - ruthenium - feedstock - allene - butadiene - allylation

Publication History

Received: 16 December 2022

Accepted after revision: 16 January 2023

Article published online:
20 February 2023

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