Ring-closing metathesis (RCM) based synthesis of the macrolactone core of amphidinolactone A

Ring-closing metathesis (RCM) based synthesis of the macrolactone core of amphidinolactone A

A convergent synthesis of the macrolactone core of amphidinolactone A has been achieved, in a 10 step linear sequence with 32% overall yield, through a ring-closing metathesis reaction as the macrolactonization step. The RCM precursor was obtained by the union of acid and alcohol fragments derived f...

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Veröffentlicht in:Organic & biomolecular chemistry 2011-08, Vol.9 (16), p.5630-5632
Hauptverfasser: Mohapatra, Debendra K, Pattanayak, Manas R, Das, Pragna P, Pradhan, Tapas R, Yadav, J S
Format: Artikel
Sprache:eng
Schlagworte:
Cyclization
Cytotoxins - chemical synthesis
Dinoflagellida - chemistry
Macrolides - chemical synthesis
Models, Molecular
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Zusammenfassung:A convergent synthesis of the macrolactone core of amphidinolactone A has been achieved, in a 10 step linear sequence with 32% overall yield, through a ring-closing metathesis reaction as the macrolactonization step. The RCM precursor was obtained by the union of acid and alcohol fragments derived from (R)-epichlorohydrin and (R)-2,3-O-isopropylidene glyceraldehyde, respectively.
ISSN:1477-0520
1477-0539
DOI:10.1039/c1ob05335c