Literature DB >> 21970616

Development of a formal catalytic asymmetric [4+2] addition of ethyl-2,3-butadienoate with acyclic enones.

Kumar Dilip Ashtekar1, Richard J Staples, Babak Borhan.   

Abstract

Allene esters are unique not only as excellent electrophiles but also because of their ability for subsequent reactivity after the initial nucleophilic attack. A mechanistically inspired cyclization using ethyl-2,3-butadienoate and acyclic enones to provide dihydropyrans in excellent yields and enantioselectivity under solvent-free conditions at room temperature is reported.
© 2011 American Chemical Society

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Year:  2011        PMID: 21970616     DOI: 10.1021/ol202301f

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


  2 in total

1.  Mechanistically Inspired Route toward Hexahydro-2H-chromenes via Consecutive [4 + 2] Cycloadditions.

Authors:  Kumar Dilip Ashtekar; Xinliang Ding; Edmond Toma; Wei Sheng; Hadi Gholami; Christopher Rahn; Paul Reed; Babak Borhan
Journal:  Org Lett       Date:  2016-08-03       Impact factor: 6.005

2.  Highly Stereoselective Synthesis of Polycyclic Indoles through Rearrangement/[4+2] Cycloaddition under Sequential Catalysis.

Authors:  Di-Han Zhang; Min Shi
Journal:  ChemistryOpen       Date:  2012-09-11       Impact factor: 2.911

  2 in total

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