Sulfonate and sulfonamide activated olefins and acetylenes in [4+2] cycloaddition reactions

Albert W. M. Lee*, W. H. Chan, H. K. Zhang, P. F. Xia

*Corresponding author for this work

Research output: Contribution to journalReview articlepeer-review

9 Citations (Scopus)
12 Downloads (Pure)

Abstract

Sulfonate and sulfonamide are electron withdrawing activators for both vinyl and acetylenic units. These vinyl (acyclic and cyclic) and acetylenic sulfonates and sulfonamides are versatile dienophiles in inter- and intra-molecular Diels-Alder reactions, as well as dipolarophiles in 1,3-dipolar cycloadditions. Asymmetric versions of these cycloaddition reactions are also known. Further manipulation of the cycloaddition products afforded interesting compounds that are useful synthons and building blocks in natural product synthesis and asymmetric synthesis.

Original languageEnglish
Pages (from-to)573-583
Number of pages11
JournalCurrent Organic Chemistry
Volume7
Issue number6
DOIs
Publication statusPublished - Apr 2003

Scopus Subject Areas

  • Organic Chemistry

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