Literature DB >> 12735782

Tandem Diels-Alder/fragmentation approach to the synthesis of eleutherobin.

Jeffrey D Winkler1, Kevin J Quinn, Colin H MacKinnon, Steven D Hiscock, Emily C McLaughlin.   

Abstract

[reaction: see text] A synthesis of 28, the carbon framework of the eleutherobin aglycone, is reported in a 15-step sequence from readily available starting materials. The tandem Diels-Alder reaction of 6 and 7 to produce 18, in which three new rings and six new stereocenters are formed, is a key step in the reaction sequence.

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Year:  2003        PMID: 12735782     DOI: 10.1021/ol0345226

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  3 in total

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  3 in total

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