Enantiomerically pure α-amino acid synthesis via hydroboration-Suzuki Cross-Coupling

…, AD Campbell, I Patel, TM Raynham…

文献索引：Collier, Philip N.; Campbell, Andrew D.; Patel, Ian; Raynham, Tony M.; Taylor, Richard J. K. Journal of Organic Chemistry, 2002 , vol. 67, # 6 p. 1802 - 1815

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被引用次数: 87

摘要

The Garner aldehyde-derived methylene alkene 5 and the corresponding benzyloxycarbonyl compound 25 undergo hydroboration with 9-BBN-H followed by palladium-catalyzed Suzuki coupling reactions with aryl and vinyl halides. After one-pot hydrolysis-oxidation, a range of known and novel nonproteinogenic amino acids were isolated as their N-protected derivatives. These novel organoborane homoalanine anion ...