Lewis acid catalyzed Diels-Alder additions of cyclopentadiene to methyl (E)- and (Z)-(S)-4,5-di-O-isopropylidenepent-2-enoates: Rate and stereoselectivity.

Zhiyu Chen; Rosa M. Ortuño

doi:10.1016/S0957-4166(00)82295-8

Lewis acid catalyzed Diels-Alder additions of cyclopentadiene to methyl (E)- and (Z)-(S)-4,5-di-O-isopropylidenepent-2-enoates: Rate and stereoselectivity.

Zhiyu Chen, Rosa M. Ortuño

Department of Chemistry

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

12 Citations (Scopus)

Abstract

Rate, and endo/exo and facial diastereostereoselectivity of the title reactions have been highly enhanced under the action of aluminum, among other metals used as catalysts, compared to the thermal processes. EtAlCl2 and Et2AlCl were the reagents that afforded the best results. © 1992.

Original language	English
Pages (from-to)	621-628
Journal	Tetrahedron: asymmetry
Volume	3
Issue number	5
DOIs	https://doi.org/10.1016/S0957-4166(00)82295-8
Publication status	Published - 1 Jan 1992

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title = "Lewis acid catalyzed Diels-Alder additions of cyclopentadiene to methyl (E)- and (Z)-(S)-4,5-di-O-isopropylidenepent-2-enoates: Rate and stereoselectivity.",

abstract = "Rate, and endo/exo and facial diastereostereoselectivity of the title reactions have been highly enhanced under the action of aluminum, among other metals used as catalysts, compared to the thermal processes. EtAlCl2 and Et2AlCl were the reagents that afforded the best results. {\textcopyright} 1992.",

author = "Zhiyu Chen and Ortu{\~n}o, {Rosa M.}",

year = "1992",

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T1 - Lewis acid catalyzed Diels-Alder additions of cyclopentadiene to methyl (E)- and (Z)-(S)-4,5-di-O-isopropylidenepent-2-enoates: Rate and stereoselectivity.

AU - Chen, Zhiyu

AU - Ortuño, Rosa M.

PY - 1992/1/1

Y1 - 1992/1/1

N2 - Rate, and endo/exo and facial diastereostereoselectivity of the title reactions have been highly enhanced under the action of aluminum, among other metals used as catalysts, compared to the thermal processes. EtAlCl2 and Et2AlCl were the reagents that afforded the best results. © 1992.

AB - Rate, and endo/exo and facial diastereostereoselectivity of the title reactions have been highly enhanced under the action of aluminum, among other metals used as catalysts, compared to the thermal processes. EtAlCl2 and Et2AlCl were the reagents that afforded the best results. © 1992.

U2 - 10.1016/S0957-4166(00)82295-8

DO - 10.1016/S0957-4166(00)82295-8

M3 - Article

VL - 3

SP - 621

EP - 628

IS - 5

ER -

Lewis acid catalyzed Diels-Alder additions of cyclopentadiene to methyl (E)- and (Z)-(S)-4,5-di-O-isopropylidenepent-2-enoates: Rate and stereoselectivity.

Abstract

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