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Scalable Aerobic Oxidation of Alcohols Using Catalytic DDQ/HNO3
Organic Process Research & Development ( IF 3.1 ) Pub Date : 2020-03-12 , DOI: 10.1021/acs.oprd.9b00513 Tania Katsina 1 , Louis Clavier 1 , Jean-François Giffard 2 , Nayane Macedo Portela da Silva 2 , Jean Fournier 2 , Rodolphe Tamion 2 , Chloé Copin 2 , Stellios Arseniyadis 1 , Alexandre Jean 2
Organic Process Research & Development ( IF 3.1 ) Pub Date : 2020-03-12 , DOI: 10.1021/acs.oprd.9b00513 Tania Katsina 1 , Louis Clavier 1 , Jean-François Giffard 2 , Nayane Macedo Portela da Silva 2 , Jean Fournier 2 , Rodolphe Tamion 2 , Chloé Copin 2 , Stellios Arseniyadis 1 , Alexandre Jean 2
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A selective, practical, and scalable aerobic oxidation of alcohols is described that uses catalytic amounts of 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (DDQ) and HNO3, with molecular oxygen serving as the terminal oxidant. The method was successfully applied to the oxidation of a wide range of benzylic, propargylic, and allylic alcohols, including two natural products, namely, carveol and podophyllotoxin. The conditions are also applicable to the selective oxidative deprotection of p-methoxybenzyl ethers.
中文翻译：
使用催化DDQ / HNO 3可扩展的酒精好氧氧化
描述了一种选择性，实用且可扩展的酒精好氧氧化方法，该方法使用催化量的2,3-二氯-5,6-二氰基-1,4-苯醌（DDQ）和HNO 3，分子氧作为末端氧化剂。该方法已成功应用于多种苄醇，炔丙基醇和烯丙基醇的氧化，包括两种天然产物，即香芹酚和鬼臼毒素。该条件也适用于对甲氧基苄基醚的选择性氧化脱保护。
更新日期：2020-03-12
中文翻译：
使用催化DDQ / HNO 3可扩展的酒精好氧氧化
描述了一种选择性，实用且可扩展的酒精好氧氧化方法，该方法使用催化量的2,3-二氯-5,6-二氰基-1,4-苯醌（DDQ）和HNO 3，分子氧作为末端氧化剂。该方法已成功应用于多种苄醇，炔丙基醇和烯丙基醇的氧化，包括两种天然产物，即香芹酚和鬼臼毒素。该条件也适用于对甲氧基苄基醚的选择性氧化脱保护。
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