Literature DB >> 21861490

Stereoselective multimodal transformations of planar chiral 9-membered diallylic amides.

Katsuhiko Tomooka1, Masaki Suzuki, Maki Shimada, Runyan Ni, Kazuhiro Uehara.   

Abstract

Intermolecular reactions of planar chiral 9-membered diallylic amides provide a variety of bicyclic compounds with central chiralities in a stereospecific fashion with high group selectivity. Lewis-acid-promoted intramolecular reactions of the obtained bicyclic compounds provide transannular products in a stereospecific fashion. Furthermore, a direct transannular reaction of diallylic amide involving sequential intermolecular-intramolecular reactions has been developed.
© 2011 American Chemical Society

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Year:  2011        PMID: 21861490     DOI: 10.1021/ol202009x

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


  4 in total

1.  AlCl₃-Catalyzed Ring Expansion Cascades of Bicyclic Cyclobutenamides Involving Highly Strained Cis,Trans-Cycloheptadienone Intermediates.

Authors:  Xiao-Na Wang; Elizabeth H Krenske; Ryne C Johnston; K N Houk; Richard P Hsung
Journal:  J Am Chem Soc       Date:  2015-04-20       Impact factor: 15.419

2.  Diastereoselective synthesis of seven-membered-ring trans-alkenes from dienes and aldehydes by silylene transfer.

Authors:  Margaret A Greene; Michel Prévost; Joshua Tolopilo; K A Woerpel
Journal:  J Am Chem Soc       Date:  2012-07-20       Impact factor: 15.419

3.  Flow Photochemical Syntheses of trans-Cyclooctenes and trans-Cycloheptenes Driven by Metal Complexation.

Authors:  Jessica E Pigga; Joseph M Fox
Journal:  Isr J Chem       Date:  2019-10-10       Impact factor: 3.333

4.  Torquoselective ring opening of fused cyclobutenamides: evidence for a cis,trans-cyclooctadienone intermediate.

Authors:  Xiao-Na Wang; Elizabeth H Krenske; Ryne C Johnston; K N Houk; Richard P Hsung
Journal:  J Am Chem Soc       Date:  2014-07-03       Impact factor: 15.419

  4 in total

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