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Published on: May 26, 2019
Unified Hydrogen Atom Transfer Approach To Construct Vicinal Functionality
Justin J Chang1, Munnu Kumar1, Misato Okamoto1
1Department of Chemistry, Temple University, 1901 North 13th Street, Philadelphia, Pennsylvania 19122, United States.
None:
Due to their prevalence in pharmaceuticals and natural products, vicinally functionalized motifs are highly sought-after. Traditionally, these fragments are synthesized from alkene precursors via oxidation reactions. However, complementary syntheses via a C-C bond-forming approach are underexplored. Herein, we disclose a unified approach for accessing these motifs by acetal reagents made from affordable, prefunctionalized starting materials. We have demonstrated the wide applicability of this methodology to a variety of molecularly complex substrates. Additionally, the coupled products can be employed in one-pot cyclizations to synthesize a variety of lactones.
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