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Enzymatic Cascade Reactions for the Synthesis of Chiral Amino Alcohols from L-lysine
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[Studies on asymmetric synthesis of R-phenylethanolamine by whole cells of Arachnia sp. P163]

J L Wang1, J J Wang, L Yang

  • 1State Key Laboratory of Microbiology Resources, Institute of Microbiology, Chinese Academy of Sciences, Beijing 100080, China.

Sheng Wu Gong Cheng Xue Bao = Chinese Journal of Biotechnology
|November 13, 2001
PubMed

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Preparation of 1° Amines: Gabriel Synthesis01:28

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Direct alkylation is not a suitable method for synthesizing amines because it produces polyalkylated products. Gabriel synthesis is the most preferred method to exclusively make primary amines. The method uses phthalimide, which contains a protected form of nitrogen that participates in alkylation only once to predominantly give primary amines.
Strong bases like NaOH or KOH deprotonate the phthalimide to form the corresponding anion, which acts as a nucleophile. Further, the anion attacks an...