1,3-Dioxolane-4-acetaldehyde,2,2-dimethyl-, (4S)-

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CAS: 32233-44-6
MF: C7H12O3
MW: 144.16838
Synonyms: 1,3-Dioxolane-4-acetaldehyde,2,2-dimethyl-, (4S)-

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Elizabeth R. Jarvo

University of California
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Dennis P. Curran

University of Pittsburgh
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Co-reporter: Venugopal Gudipati, Dennis P. Curran
pp: 2254-2257
Publication Date(Web):27 April 2011
DOI: 10.1016/j.tetlet.2011.01.086
Efficient syntheses of suitably functionalized top and bottom fragments of tetrafibricin are described. The bottom fragment is prepared by two consecutive Kocienski–Julia couplings, while the top fragment synthesis features a dithiane alkylation and a Horner–Wadsworth–Emmons reaction.Image for unlabelled figure

Rainer Mahrwald

Humboldt-University
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Dr Gordon Florence

University of St Andrews
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Co-reporter: Gordon J. Florence, Romain F. Cadou
pp: 5761-5763
Publication Date(Web):3 November 2010
DOI: 10.1016/j.tetlet.2010.08.118
An advanced ring-closing metathesis precursor for the synthesis of the marine macrolide neopeltolide is prepared in a stereocontrolled manner by the coupling of the C2–C10 and C11–C16 subunits. The metathesis reaction of 4 with Grubbs’ II or Nolan’s indenylidene catalyst led to the unexpected formation of cycloheptene 18.Image for unlabelled figure

Kerry Mcphail

Oregon State University
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Nancy Totah

Syracuse University
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