Literature DB >> 19113936

Alkylation of 2-substituted (6-methyl-2-pyridyl)methyllithium species with epoxides.

James R Vyvyan1, Rebecca C Brown, Brian P Woods.   

Abstract

Substituted (6-methyl-2-pyridyl)methyllithium species were reacted with 1,2-epoxyoctane and 2-methyl-2,3-epoxynonane. The monosubstituted epoxide reacted efficiently with lutidyllithium and a number of 2-substituted (6-methyl-2-pyridyl)methyllithium derivatives. The trisubstituted epoxide gave low yields of adducts with all (2-pyridyl)methyllithium species studied. These results are discussed in the context of a proposed synthesis of cananodine.

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Year:  2009        PMID： 19113936      PMCID： PMC2635110          DOI： 10.1021/jo802267n

Source DB:  PubMed          Journal:  J Org Chem        ISSN： 0022-3263            Impact factor:   4.354


  6 in total

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  6 in total
  3 in total

1.  Synthesis of cananodine by intramolecular epoxide opening.

Authors:  Patrick Shelton; Toby J Ligon; Jennifer M Dell Née Meyer; Loagan Yarbrough; James R Vyvyan
Journal:  Tetrahedron Lett       Date:  2017-07-25       Impact factor: 2.415

2.  A short synthesis of bisabolane sesquiterpenes.

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Journal:  Molecules       Date:  2011-09-19       Impact factor: 4.411

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Authors:  Karim A Bahou; D Christopher Braddock; Adam G Meyer; G Paul Savage; Zhensheng Shi; Tianyou He
Journal:  J Org Chem       Date:  2020-03-19       Impact factor: 4.354
  3 in total

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