New chiral sultam auxiliaries: Preparation and their application in asymmetric Diels-Alder reactions

W. H. Chan; Albert W.M. Lee; L. S. Jiang; Thomas C.W. Mak

doi:10.1016/S0957-4166(97)00307-8

New chiral sultam auxiliaries: Preparation and their application in asymmetric Diels-Alder reactions

W. H. Chan^*, Albert W.M. Lee, L. S. Jiang, Thomas C.W. Mak

^*Corresponding author for this work

Department of Chemistry

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

37 Citations (Scopus)

Abstract

Enantiomerically pure sultams (+)-4 and (-)-4 were synthesized from tricyclic sultone 1 via a four-step reaction sequence. Their uses as new chiral auxiliaries in asymmetric Diels-Alder reactions with diastereoselectivity up to 94:6 are presented.

Original language	English
Pages (from-to)	2501-2504
Number of pages	4
Journal	Tetrahedron Asymmetry
Volume	8
Issue number	15
DOIs	https://doi.org/10.1016/S0957-4166(97)00307-8
Publication status	Published - 14 Aug 1997

Scopus Subject Areas

Catalysis
Physical and Theoretical Chemistry
Organic Chemistry
Inorganic Chemistry

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title = "New chiral sultam auxiliaries: Preparation and their application in asymmetric Diels-Alder reactions",

abstract = "Enantiomerically pure sultams (+)-4 and (-)-4 were synthesized from tricyclic sultone 1 via a four-step reaction sequence. Their uses as new chiral auxiliaries in asymmetric Diels-Alder reactions with diastereoselectivity up to 94:6 are presented.",

author = "Chan, {W. H.} and Lee, {Albert W.M.} and Jiang, {L. S.} and Mak, {Thomas C.W.}",

note = "Funding Information: Acknowledgements Financial support from the Faculty Research Committee of the Hong Kong Baptist University (FRG/95-96/II-75) and the Research Grant Council (HKBU 136/94P) is gratefully acknowledged.",

year = "1997",

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doi = "10.1016/S0957-4166(97)00307-8",

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T1 - New chiral sultam auxiliaries

T2 - Preparation and their application in asymmetric Diels-Alder reactions

AU - Chan, W. H.

AU - Lee, Albert W.M.

AU - Jiang, L. S.

AU - Mak, Thomas C.W.

N1 - Funding Information: Acknowledgements Financial support from the Faculty Research Committee of the Hong Kong Baptist University (FRG/95-96/II-75) and the Research Grant Council (HKBU 136/94P) is gratefully acknowledged.

PY - 1997/8/14

Y1 - 1997/8/14

N2 - Enantiomerically pure sultams (+)-4 and (-)-4 were synthesized from tricyclic sultone 1 via a four-step reaction sequence. Their uses as new chiral auxiliaries in asymmetric Diels-Alder reactions with diastereoselectivity up to 94:6 are presented.

AB - Enantiomerically pure sultams (+)-4 and (-)-4 were synthesized from tricyclic sultone 1 via a four-step reaction sequence. Their uses as new chiral auxiliaries in asymmetric Diels-Alder reactions with diastereoselectivity up to 94:6 are presented.

UR - http://www.scopus.com/inward/record.url?scp=0030835322&partnerID=8YFLogxK

U2 - 10.1016/S0957-4166(97)00307-8

DO - 10.1016/S0957-4166(97)00307-8

M3 - Journal article

AN - SCOPUS:0030835322

SN - 0957-4166

VL - 8

SP - 2501

EP - 2504

JO - Tetrahedron Asymmetry

JF - Tetrahedron Asymmetry

IS - 15

ER -

New chiral sultam auxiliaries: Preparation and their application in asymmetric Diels-Alder reactions

Abstract

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