Synthesis of macrocyclic natural products by catalyst-controlled stereoselective ring-closing metathesis
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چکیده
منابع مشابه
Low catalyst loadings in olefin metathesis: synthesis of nitrogen heterocycles by ring-closing metathesis.
A series of ruthenium catalysts have been screened under ring-closing metathesis (RCM) conditions to produce five-, six-, and seven-membered carbamate-protected cyclic amines. Many of these catalysts demonstrated excellent RCM activity and yields with as low as 500 ppm catalyst loadings. RCM of the five-membered carbamate series could be run neat, the six-membered carbamate series could be run ...
متن کاملSynthesis of spirocyclic thiazolidinediones using ring-closing metathesis and one-pot sequential ring-closing/cross metathesis.
A novel synthetic route to spirocyclic thiazolidinediones is reported by utilizing ring-closing metathesis (RCM). A selective cross metathesis (CM) of N-allyl azaspiro derivatives with different olefins has been demonstrated to prepare substituted azaspiro-[4.4]nonenediones. The X-ray crystal structure of a spirocyclic thiazolidinedione dimer is described, which has been prepared in two steps f...
متن کاملRing-closing metathesis of olefinic peptides: design, synthesis, and structural characterization of macrocyclic helical peptides.
Heptapeptides containing residues with terminal olefin-derivatized side chains (3 and 4) have been treated with ruthenium alkylidene 1 and undergone facile ring-closing olefin metathesis (RCM) to give 21- and 23-membered macrocyclic peptides (5 and 6). The primary structures of peptides 3 and 4 were based upon a previously studied heptapeptide (2), which was shown to adopt a predominantly 3(10)...
متن کاملSynthesis of resorcin[4]arene cavitands by ring-closing metathesis.
The synthesis and X-ray crystal structures of the first resorcin[4]arene cavitands by ring-closing metathesis reaction are described.
متن کاملSynthesis of cyclic sulfones by ring-closing metathesis.
A general and highly efficient synthesis of cyclic sulfones based on ring-closing metathesis has been developed. The synthetic utility of the resulting cyclic sulfones was demonstrated by their participation in stereoselective Diels-Alder reactions and transformation to cyclic dienes by the Ramberg-Bäcklund reaction.
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ژورنال
عنوان ژورنال: Nature
سال: 2011
ISSN: 0028-0836,1476-4687
DOI: 10.1038/nature10563