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Stereospecific syntheses of the four diastereomeric 2-amino-5-phenoxycyclopentanols

JR McCarthy, PE Wiedeman, AJ Schuster…

文献索引:McCarthy, James R.; Wiedeman, Paul E.; Shuster, Albert J.; Whitten , Jeffrey P.; Barbuch, Robert J.; Huffman, John C Journal of Organic Chemistry, 1985 , vol. 50, # 17 p. 3095 - 3103

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被引用次数: 19

摘要

Stereospecific synthetic routes are described for the formation of the three contiguous chiral centers in the four diastereomeric 2-aminc-5-phenoxycyclopentanols la-4a. All four stereoisomers (la-4a) were prepared, starting from 3-chlorocyclopentene (6). Among the key steps in the syntheses was the development of a mild method for the formation of the aromatic ether linkage in cis-2-phenoxy-6-oxabicyclo [3. l. 0] hexane (9) while maintaining ...