Generation of α-amino acid homoenolate equivalents. Synthesis of 3-substituted prolines

DOI: 10.1016/S0040-4039(00)97924-3

Source and publish data:

Tetrahedron Letters p. 5653 - 5656 (1990)

Update date:2022-08-03

Topics:

Authors:

Moss, William O.

Bradbury, Roben H.

Hales, Neil J.

Gallagher, Timothy

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Article abstract of DOI:10.1016/S0040-4039(00)97924-3

Deprotonation of the N-protected aminoketene-S,S-acetal (6) and reaction of allylic anion (7) with electrophiles leads to adducts (8) which have been converted to 3-substituted prolines (11). Conformationally constrained variants (11d) and (11e) of aspartic and glutamic acid have been prepared.

Full text of DOI:10.1016/S0040-4039(00)97924-3

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