Photodecarboxylative additions of α-thioalkyl-substituted carboxylates to alkyl phenylglyoxylates
Tan, Su Bee, Shvydkiv, Oksana, Fiedler, Jana, Hatoum, Fadi, Nolan, Kieran, and Oelgemöller, Michael (2010) Photodecarboxylative additions of α-thioalkyl-substituted carboxylates to alkyl phenylglyoxylates. Synlett, 15 . pp. 2240-2243.
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View at Publisher Website: http://dx.doi.org/10.1055/s-0030-1258032
Irradiations of alkyl phenylglyoxylates with sulfur-containing carboxylates yielded the corresponding photodecarboxylative addition products in moderate to good yields of 26-58%. Reductive photodimerization competed with decarboxylative addition in all cases. The reaction protocol was successfully transferred to a microreactor. With potassium 2-(methylsulfanyl)propionate, photoadditions gave diastereomeric mixtures with low selectivity for the like-isomer.
|Item Type:||Article (Refereed Research - C1)|
|Keywords:||photodecarboxylation; phenylglyoxolates; photochemistry; photoinduced electron transfer; microreactor|
|FoR Codes:||03 CHEMICAL SCIENCES > 0305 Organic Chemistry > 030503 Organic Chemical Synthesis @ 50%|
03 CHEMICAL SCIENCES > 0305 Organic Chemistry > 030504 Organic Green Chemistry @ 25%
03 CHEMICAL SCIENCES > 0305 Organic Chemistry > 030505 Physical Organic Chemistry @ 25%
|SEO Codes:||97 EXPANDING KNOWLEDGE > 970103 Expanding Knowledge in the Chemical Sciences @ 100%|
|Deposited On:||13 May 2011 14:04|
|Last Modified:||18 Oct 2013 01:16|
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