NDLI: Nickel-Catalyzed Regiodivergent Approach to Macrolide Motifs.

Content Provider	Semantic Scholar
Author	Shareef, Abdur-Rafay Sherman, David H. Montgomery, John
Copyright Year	2012
Abstract	A strategy for regiochemical reversal of reductive macrocyclizations of aldehydes and terminal alkynes has been developed. Using an advanced synthetic intermediate directed towards the methymycin/neomethymycin class of macrolides, selective endocyclization provides the natural twelve-membered ring series, whereas ligand alteration enables selective exocyclization to provide access to the unnatural eleven-membered ring series. The twelve-membered ring adduct was converted to 10-deoxymethynolide, completing an efficient total synthesis of this natural product.
Starting Page	892
Ending Page	895
Page Count	4
File Format	PDF HTM / HTML
DOI	10.1039/C2SC00866A
PubMed reference number	22737401
Journal	Medline
Volume Number	3
Issue Number	3
Alternate Webpage(s)	http://www.rsc.org/suppdata/sc/c2/c2sc00866a/c2sc00866a.pdf
Alternate Webpage(s)	https://doi.org/10.1039/C2SC00866A
Journal	Chemical science
Language	English
Access Restriction	Open
Content Type	Text
Resource Type	Article

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Nickel-Catalyzed Regiodivergent Approach to Macrolide Motifs.