Synthesis of enantiopure α,ω-diamino dicarboxylates and azabicycloalkane amino acids by Claisen condensation of α-[N-(phenylfluorenyl)amino] dicarboxylates

DOI: 10.1021/jo00100a008

Source and publish data:

Journal of Organic Chemistry p. 6147 - 6149 (1994)

Update date:2022-07-30

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Authors:

Lombart Lombart

Lubell Lubell

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Article abstract of DOI:10.1021/jo00100a008

Enantiomerically pure (3S,6S,9S)-2-oxo-3-(N-BOC-amino)-1-azabicyclo[4.3.0]nonane-9-carboxyli c acid ((3S,6S,9S)-1) was prepared in 39% overall yield from α-tert-butyl γ-methyl N-(9-(9-phenylfluorenyl))glutamate (5) using a Claisen condensation/reductive amination/lactam cyclization sequence.

Full text of DOI:10.1021/jo00100a008

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