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

doi:10.2174/1385272033486800

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

Department of Chemistry

Research output: Contribution to journal › Review article › peer-review

9 Citations (Scopus)

37 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 language	English
Pages (from-to)	573-583
Number of pages	11
Journal	Current Organic Chemistry
Volume	7
Issue number	6
DOIs	https://doi.org/10.2174/1385272033486800
Publication status	Published - Apr 2003

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title = "Sulfonate and sulfonamide activated olefins and acetylenes in [4+2] cycloaddition reactions",

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.",

author = "Lee, \{Albert W. M.\} and Chan, \{W. H.\} and Zhang, \{H. K.\} and Xia, \{P. F.\}",

year = "2003",

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doi = "10.2174/1385272033486800",

language = "English",

volume = "7",

pages = "573--583",

journal = "Current Organic Chemistry",

issn = "1385-2728",

publisher = "Bentham Science Publishers",

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TY - JOUR

T1 - Sulfonate and sulfonamide activated olefins and acetylenes in [4+2] cycloaddition reactions

AU - Lee, Albert W. M.

AU - Chan, W. H.

AU - Zhang, H. K.

AU - Xia, P. F.

PY - 2003/4

Y1 - 2003/4

N2 - 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.

AB - 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.

UR - https://www.scopus.com/pages/publications/0037377596

U2 - 10.2174/1385272033486800

DO - 10.2174/1385272033486800

M3 - Review article

AN - SCOPUS:0037377596

SN - 1385-2728

VL - 7

SP - 573

EP - 583

JO - Current Organic Chemistry

JF - Current Organic Chemistry

IS - 6

ER -

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

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