‘One-pot’ organocatalyzed enantioselective synthesis of highly functionalized 3,4,5,6-tetrasubstituted dihydropyrans by sequential Knoevenagel condensation/Michael addition and hemiacetalization

Ajay R. Tilekar, Arun R. Jagdale, Gagan Kukreja, G. Gautham Shenoy, Neelima Sinha

Research output: Contribution to journalArticle

2 Citations (Scopus)

Abstract

An organocatalytic ‘one-pot’ synthesis of highly functionalized 3,4,5,6-tetrasubstituted dihydropyrans has been developed. Excellent enantio- and diastereo selectivity with good yields are some of the salient features of this methodology. This reaction takes advantage of proline based catalysts and follows stepwise sequential transformations including Knoevenagel condensation–Michael addition–hemiacetalization towards the synthesis of complex dihydropyranol framework.

Original languageEnglish
Pages (from-to)153-161
Number of pages9
JournalTetrahedron Asymmetry
Volume28
Issue number1
DOIs
Publication statusPublished - 2017

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Condensation
condensation
synthesis
Proline
selectivity
methodology
catalysts
Catalysts

All Science Journal Classification (ASJC) codes

  • Catalysis
  • Physical and Theoretical Chemistry
  • Organic Chemistry
  • Inorganic Chemistry

Cite this

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‘One-pot’ organocatalyzed enantioselective synthesis of highly functionalized 3,4,5,6-tetrasubstituted dihydropyrans by sequential Knoevenagel condensation/Michael addition and hemiacetalization. / Tilekar, Ajay R.; Jagdale, Arun R.; Kukreja, Gagan; Shenoy, G. Gautham; Sinha, Neelima.

In: Tetrahedron Asymmetry, Vol. 28, No. 1, 2017, p. 153-161.

Research output: Contribution to journalArticle

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AU - Jagdale, Arun R.

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AU - Shenoy, G. Gautham

AU - Sinha, Neelima

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