Diastereoselective allylation-based asymmetric total synthesis of 1,10-seco-guaianolides
Literature Information
Publication Date
2023-12-19
DOI
10.1039/D3OB02013D
Impact Factor
3.876
Authors
Rodney A. Fernandes, Ravikant S. Ranjan
View Original
Abstract
A Cr(II)-mediated Nozaki–Hiyama allylation of aldehydes with functionalized chiral allylbromolactone paved the way to easily access β-hydroxy-aryl/alkyl-α-methylene-γ-butyrolactones in good yields with high diastereoselectivities. A subsequent undemanding translactonization was orchestrated in the efficient first asymmetric total synthesis of two 1,10-seco-guaianolides as a valuable extension of the strategy developed.
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Source Journal
Organic & Biomolecular Chemistry
CiteScore:
3.4
Self-citation Rate:
10.3%
Articles per Year:
1041
Organic & Biomolecular Chemistry (OBC) publishes original and high impact research and reviews in organic chemistry. We welcome research that shows new or significantly improved protocols or methodologies in total synthesis, synthetic methodology or physical and theoretical organic chemistry as well as research that shows a significant advance in the organic chemistry or molecular design aspects of chemical biology, catalysis, supramolecular and macromolecular chemistry, theoretical chemistry, mechanism-oriented physical organic chemistry, medicinal chemistry or natural products. Articles published in the journal should report new work which makes a highly-significant impact in the field. Routine and incremental work is generally not suitable for publication in the journal. More details about key areas of our scope are below. In all cases authors should include in their article clear rationale for why their research has been carried out.
Recommended Compounds
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Molecular Formula:
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CAS Number:
889948-55-4
Molecular Formula:
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