Synthesis of N,N-dimethyl-2-(tributylstannyl)methyl-5-substituted benzylamines as a quinodimethane precursor by the reaction of N,N-dimethyl- N-(tributylstannyl)methyl-4-substituted benzylammonium salts with lithium diisopropylamide

Yasuhiro Maeda, Yoshiro Sato

Research output: Contribution to journalArticle

4 Citations (Scopus)

Abstract

Reaction of N,N-dimethyl-N-(tributylstannyl)methyl-4-substituted benzylammonium salts 2 with lithium diisopropylamide (LDA) gave N,N-dimethyl- 2-(tributylstannyl)methyl-5-substituted benzylamines 3 as the main products. Treatment of 3 with iodomethane followed by tetrabutylammonium fluoride (TBAF) in the presence of dimethyl fumarate gave the corresponding dimethyl trans-1,2,3,4-tetrahydro-6-substituted naphthalene-2,3-dicarboxylates 15 in good yields.

Original languageEnglish
Pages (from-to)508-511
Number of pages4
JournalChemical and Pharmaceutical Bulletin
Volume46
Issue number3
DOIs
Publication statusPublished - 01-01-1998
Externally publishedYes

All Science Journal Classification (ASJC) codes

  • Chemistry(all)
  • Drug Discovery

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