Literature DB >> 17696536

Conversion of cyclic vinyl sulfones to transposed vinyl phosphonates.

Mohammad N Noshi1, Ahmad El-awa, Eduardo Torres, Philip L Fuchs.   

Abstract

Functionalized cyclic vinyl sulfones were directly converted to the "polarity reversed" vinyl phosphonates through an efficient one pot procedure. Ozonolysis of these vinyl sulfones and vinyl phosphonates furnish complementary sets of termini-differentiated ester-aldehydes. This strategy has been applied for preparation of segments needed for the synthesis of Aplyronine A. The scope and limitations of this transformation were defined.

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Year:  2007        PMID: 17696536     DOI: 10.1021/ja072890p

Source DB:  PubMed          Journal:  J Am Chem Soc        ISSN: 0002-7863            Impact factor:   15.419


  3 in total

1.  A nickel-catalyzed tandem reaction involving cyclic esterification/C-S bond formation for synthesizing 5-oxa-11-thia-benzofluoren-6-ones.

Authors:  Rongrong Cai; Qicai Wei; Runsheng Xu
Journal:  RSC Adv       Date:  2020-07-14       Impact factor: 4.036

2.  Total synthesis of aplyronine C.

Authors:  Ian Paterson; Sarah J Fink; Lydia Y W Lee; Stephen J Atkinson; Simon B Blakey
Journal:  Org Lett       Date:  2013-06-03       Impact factor: 6.005

3.  A mild light-induced cleavage of the S-O bond of aryl sulfonate esters enables efficient sulfonylation of vinylarenes.

Authors:  Maxim Ratushnyy; Monika Kamenova; Vladimir Gevorgyan
Journal:  Chem Sci       Date:  2018-07-25       Impact factor: 9.825

  3 in total

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