Literature DB >> 31265314

Promoting Thermodynamically Unfavorable [3,3] Rearrangements by Chemoselective Reduction.

Peter Vertesaljai1, Roberto Serrano1, Michael D Mannchen1, Matthew Williams1, Evgeniya Semenova1, Alexander J Grenning1.   

Abstract

Herein described is a strategy for promoting thermodynamically unfavorable [3,3] Cope rearrangements. 3,3-Dicyano-1,5-dienes that are resistant to the thermal rearrangement can be promoted under reductive conditions. The reduced Cope products are versatile, bifunctional building blocks.

Entities:  

Year:  2019        PMID： 31265314     DOI： 10.1021/acs.orglett.9b02057

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


  2 in total

1.  Overcoming Kinetic and Thermodynamic Challenges of Classic Cope Rearrangements.

Authors:  Ehsan Fereyduni; Ouidad Lahtigui; Jacob N Sanders; Breanna M Tomiczek; Michael D Mannchen; Roland A Yu; K N Houk; Alexander J Grenning
Journal:  J Org Chem       Date:  2021-01-21       Impact factor: 4.354

2.  Construction of vicinal 4°/3°-carbons via reductive Cope rearrangement.

Authors:  Kristin M Sobie; Matthew Albritton; Yinuo Yang; Mariana M Alves; Adrian Roitberg; Alexander J Grenning
Journal:  Chem Sci       Date:  2022-01-21       Impact factor: 9.825
  2 in total

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