Photodecarboxylative additions of α-keto carboxylates to phthalimides alkylation, acylation and ring expansion
Griesbeck, Axel G., Oelgemoeller, Michael, and Lex, Johann (2000) Photodecarboxylative additions of α-keto carboxylates to phthalimides alkylation, acylation and ring expansion. Synlett, 2000 (10). pp. 1455-1457.
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Abstract
The influence of the substitution pattern on reactivity and selectivity of the photodecarboxylative addition of α-keto carboxylates to N-methyl phthalimide was investigated. Secondary and tertiary α-keto carboxylates as well as glyoxylate gave alkylation and reduction products 2a-d, respectively. Pyruvate and the α-keto leucine anion both gave the ring expansion products 3e and 3f. In the latter case the acylation product 4e was additionally isolated.
Item ID: | 29978 |
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Item Type: | Article (Research - C1) |
ISSN: | 1437-2096 |
Keywords: | photodecarboxylation, phthalimides, α-keto carboxylates |
Date Deposited: | 21 Mar 2014 22:22 |
FoR Codes: | 03 CHEMICAL SCIENCES > 0305 Organic Chemistry > 030503 Organic Chemical Synthesis @ 60% 03 CHEMICAL SCIENCES > 0305 Organic Chemistry > 030505 Physical Organic Chemistry @ 40% |
SEO Codes: | 97 EXPANDING KNOWLEDGE > 970103 Expanding Knowledge in the Chemical Sciences @ 100% |
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