Chiral tartrate-derived dioxaborolidine: A simple and practical catalyst for enantioselective Diels-Alder reaction

Teck Peng Loh; Rui Bin Wang; Keng Yeow Sim

doi:10.1016/0040-4039(96)00481-9

Chiral tartrate-derived dioxaborolidine: A simple and practical catalyst for enantioselective Diels-Alder reaction

Teck Peng Loh^*, Rui Bin Wang, Keng Yeow Sim

^*Corresponding author for this work

National University of Singapore

Research output: Contribution to journal › Article › peer-review

21 Citations (Scopus)

Abstract

The (L)-tartrate derived catalyst 1, has been used to effect enantioselective Diels-Alder reactions of bromoacrolein and cyclopentadiene. The reaction gives the product in good yield (96%), high diastereofacial selectivity (exo/endo 96:4) and moderate enantioselectivity (70%ee).

Original language	English
Pages (from-to)	2989-2992
Number of pages	4
Journal	Tetrahedron Letters
Volume	37
Issue number	17
DOIs	https://doi.org/10.1016/0040-4039(96)00481-9
Publication status	Published - Apr 22 1996
Externally published	Yes

ASJC Scopus Subject Areas

Biochemistry
Drug Discovery
Organic Chemistry

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abstract = "The (L)-tartrate derived catalyst 1, has been used to effect enantioselective Diels-Alder reactions of bromoacrolein and cyclopentadiene. The reaction gives the product in good yield (96%), high diastereofacial selectivity (exo/endo 96:4) and moderate enantioselectivity (70%ee).",

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AU - Wang, Rui Bin

AU - Sim, Keng Yeow

PY - 1996/4/22

Y1 - 1996/4/22

N2 - The (L)-tartrate derived catalyst 1, has been used to effect enantioselective Diels-Alder reactions of bromoacrolein and cyclopentadiene. The reaction gives the product in good yield (96%), high diastereofacial selectivity (exo/endo 96:4) and moderate enantioselectivity (70%ee).

AB - The (L)-tartrate derived catalyst 1, has been used to effect enantioselective Diels-Alder reactions of bromoacrolein and cyclopentadiene. The reaction gives the product in good yield (96%), high diastereofacial selectivity (exo/endo 96:4) and moderate enantioselectivity (70%ee).

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ER -

Chiral tartrate-derived dioxaborolidine: A simple and practical catalyst for enantioselective Diels-Alder reaction

Abstract

ASJC Scopus Subject Areas

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