Synthesis of 4,11-dideoxydaunomycinone by a Claisen/Diels-Alder sequence

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1989-06-01
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Liras, Spiors
Man, Tim On
Molina, Maria
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Kraus, George
University Professor Emeritus
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Chemistry

The Department of Chemistry seeks to provide students with a foundation in the fundamentals and application of chemical theories and processes of the lab. Thus prepared they me pursue careers as teachers, industry supervisors, or research chemists in a variety of domains (governmental, academic, etc).

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The Department of Chemistry was founded in 1880.

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1880-present

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Abstract

The synthesis of 3 from ketone 6 by a Claisen/Diels-Alder sequence uncovered some fascinating differences between the benzene and naphthalene series. The most direct pathway to 3 is 6-20-21-16-17-18.

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Reprinted (adapted) with permission from The Journal of Organic Chemistry, 54(13); 3137-3139. Doi: 10.1021/jo00274a033. Copyright 1989 American Chemical Society.

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Sun Jan 01 00:00:00 UTC 1989
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