Aza Diels-Alder reactions utilizing 4-iodo-2-trimethylsilyloxy-butadiene

Cody Timmons; Adiseshu Kattuboina; Lauren McPherson; James Mills; Guigen Li

doi:10.1016/j.tet.2005.10.018

Aza Diels-Alder reactions utilizing 4-iodo-2-trimethylsilyloxy-butadiene

Cody Timmons, Adiseshu Kattuboina, Lauren McPherson, James Mills, Guigen Li

Chemistry and Biochemistry

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

13 Scopus citations

Abstract

The aza Diels-Alder reaction is described for a novel diene. Imines bearing benzyl and aromatic protecting groups both work well. Moderate diastereoselectivities can be obtained using the simple α-methylbenzyl chiral auxiliary.

Original language	English
Pages (from-to)	11837-11842
Number of pages	6
Journal	Tetrahedron
Volume	61
Issue number	50
DOIs	https://doi.org/10.1016/j.tet.2005.10.018
State	Published - Dec 12 2005

Keywords

Aza Diels-Alder
Dihydropyridones
Magnesium iodide

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10.1016/j.tet.2005.10.018

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title = "Aza Diels-Alder reactions utilizing 4-iodo-2-trimethylsilyloxy-butadiene",

abstract = "The aza Diels-Alder reaction is described for a novel diene. Imines bearing benzyl and aromatic protecting groups both work well. Moderate diastereoselectivities can be obtained using the simple α-methylbenzyl chiral auxiliary.",

keywords = "Aza Diels-Alder, Dihydropyridones, Magnesium iodide",

author = "Cody Timmons and Adiseshu Kattuboina and Lauren McPherson and James Mills and Guigen Li",

note = "Funding Information: We gratefully acknowledge financial support from the National Institutes of Health (CA 99995-1) and the Robert A. Welch Foundation (D-1361).",

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T1 - Aza Diels-Alder reactions utilizing 4-iodo-2-trimethylsilyloxy-butadiene

AU - Timmons, Cody

AU - Kattuboina, Adiseshu

AU - McPherson, Lauren

AU - Mills, James

AU - Li, Guigen

N1 - Funding Information: We gratefully acknowledge financial support from the National Institutes of Health (CA 99995-1) and the Robert A. Welch Foundation (D-1361).

PY - 2005/12/12

Y1 - 2005/12/12

N2 - The aza Diels-Alder reaction is described for a novel diene. Imines bearing benzyl and aromatic protecting groups both work well. Moderate diastereoselectivities can be obtained using the simple α-methylbenzyl chiral auxiliary.

AB - The aza Diels-Alder reaction is described for a novel diene. Imines bearing benzyl and aromatic protecting groups both work well. Moderate diastereoselectivities can be obtained using the simple α-methylbenzyl chiral auxiliary.

KW - Aza Diels-Alder

KW - Dihydropyridones

KW - Magnesium iodide

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U2 - 10.1016/j.tet.2005.10.018

DO - 10.1016/j.tet.2005.10.018

M3 - Article

AN - SCOPUS:27744479713

VL - 61

SP - 11837

EP - 11842

JO - Tetrahedron

JF - Tetrahedron

SN - 0040-4020

IS - 50

ER -

Aza Diels-Alder reactions utilizing 4-iodo-2-trimethylsilyloxy-butadiene

Abstract

Keywords

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