Synthesis of 2S,5S- and 2R,5S-5-hydroxypipecolic acid via amide-methylenation of S-5-hydroxy-2-piperidone with dimethyltitanocene

DOI: 10.1016/S0957-4166(00)82257-0

Source and publish data:

Tetrahedron Asymmetry p. 2085 - 2094 (1993)

Update date:2022-07-30

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Authors:

Herdeis Herdeis

Heller Heller

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Article abstract of DOI:10.1016/S0957-4166(00)82257-0

A route to 2S,5S-hydroxypipecolic acid is presented, starting with the enantiopure 5S-5-hydroxy-piperidone 7. The key step of this reaction sequence is the chemoselective methylation of the amide carbonyl group of 8 with dimethyltitanocene 9 to 10. The tr

Full text of DOI:10.1016/S0957-4166(00)82257-0

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Product name:methyl (2R,5R)-5-benzoyloxy-N-methoxycarbonyl-piperidine-2-carboxylate

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