Asymmetric Aza-Claisen Rearrangement of Glycolamide and Glycinamide Enolates. Synthesis of Optically Active α-Hydroxy and α-Amino Acids

DOI: 10.1016/S0040-4039(00)73687-2

Source and publish data:

Tetrahedron Letters p. 3297 - 3300 (1993)

Update date:2022-09-26

Topics:

Authors:

Tsunoda, Tetsuto

Tatsuki, Shinji

Shiraishi, Yoko

Akasaka, Masumi

Ito, Sho

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Article abstract of DOI:10.1016/S0040-4039(00)73687-2

The aza-Claisen rearrangement of the enolates of N-crotyl glycolamide and glycinamide proceeded with excellent syn : anti (98:2) and facial selectivities (89:11).Optically pure (-)-verrucarinolactone and D-allo-isoleucine were derived from the rearrangement products.

Full text of DOI:10.1016/S0040-4039(00)73687-2

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