Synthesis of. beta.-methoxy enones via a new two-carbon extension of carboxylic acids
T Hudlicky, HF Olivo, MG Natchus…
Index: Hudlicky, Tomas; Olivo, Horacio F.; Natchus, Michael G. Journal of Organic Chemistry, 1990 , vol. 55, # 15 p. 4767 - 4770
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Citation Number: 40
Abstract
OsO4/NaIo4 Oxidation of Quinine (1). In a 100-mL round-bottom flask 0.753 g of quinine (2.32 mmol) was added to 40 mL of 80% acetic acid with stirring. After cooling to 0" C, 1.483 g of NaI04 (6.93 mmol) was added followed by a few crystals of OsOb The solution became opaque purple as it was stirred for 5 h on ice. The flask was refrigerated overnight, whereupon the now pale yellow solution was rotovaped. About 10 mL of water was added ...
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