手性α-羟基化 N-叔丁基亚磺酰基异氰酸酯和 N'-叔丁基亚磺酰基脒与分子氧的非对映选择性。
Diastereoselective α-Hydroxylation of N-tert-Butanesulfinyl Imidates and N'-tert-Butanesulfinyl Amidines with Molecular Oxygen.
机构信息
Key Laboratory of Plant Resources and Chemistry of Arid Zones, Xinjiang Technical Institute of Physics & Chemistry, Chinese Academy of Sciences , Urumqi 830011, China.
University of Chinese Academy of Sciences , Beijing 100049, China.
出版信息
Org Lett. 2018 Feb 16;20(4):1236-1239. doi: 10.1021/acs.orglett.8b00178. Epub 2018 Feb 6.
Diastereoselective α-hydroxylation using molecular oxygen has been achieved with chiral α-alkyl N-tert-butanesulfinyl imidates and α-aryl N'-tert-butanesulfinyl amidines. The aza-enolates generated from deprotonation of imidates/amidines can be intercepted by O with excellent diastereocontrol and subsequently transformed into α-hydroxylation products in the presence of the reductant trimethyl phosphite.
手性α-烷基 N-叔丁基亚磺酰基异氰酸酯和 α-芳基 N'-叔丁基亚磺酰基脒与分子氧反应，实现了非对映选择性的α-羟化。异氰酸酯/脒去质子化生成的氮杂烯醇盐可以与 O 发生反应，具有优异的非对映选择性控制，随后在还原剂三甲基膦存在下转化为α-羟化产物。
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