Scientific Reports ( IF 3.8 ) Pub Date : 2022-07-26 , DOI: 10.1038/s41598-022-16291-3 Hossein Bavandi 1 , Mansour Shahedi 1 , Zohreh Habibi 1 , Maryam Yousefi 2 , Jesper Brask 3 , Mehdi Mohammadi 4
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The Candida antarctica lipase B (Novozym 435) is found to catalyze a novel decarboxylative Michael addition in vinylogous carbamate systems for the synthesis of 1,4-benzoxazinone derivatives. The reaction goes through Michael addition, ester hydrolysis and decarboxylation. A possible mechanism is suggested, with simultaneous lipase-catalyzed Michael addition and ester hydrolysis. The present methodology offers formation of complex products through multi-step reactions in a one pot process under mild and facile reaction conditions with moderate to high yields (51–90%) and no side product formation. The reaction seems to be is a great example of enzymatic promiscuity.
中文翻译：
生物催化脱羧迈克尔加成合成 1,4-苯并恶嗪酮衍生物
发现南极念珠菌脂肪酶 B (Novozym 435) 在乙烯基氨基甲酸酯系统中催化新的脱羧迈克尔加成，用于合成 1,4-苯并恶嗪酮衍生物。该反应经过迈克尔加成、酯水解和脱羧。提出了一种可能的机制，同时脂肪酶催化迈克尔加成和酯水解。本方法通过一锅法中的多步反应在温和和容易的反应条件下形成复杂产物，具有中等至高产率（51-90%）且无副产物形成。该反应似乎是酶滥交的一个很好的例子。
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