Stereoselective Synthesis of (E)- and (Z)-1-Azabicyclohex-2-ylidene Dehydroamino Acid Derivatives

DOI: 10.1021/jo00034a002

Source and publish data:

Journal of Organic Chemistry p. 2208 - 2211 (1992)

Update date:2022-09-26

Topics:

Authors:

Armstrong, Robert W.

Tellew, John E.

Moran, Edmund J.

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Article abstract of DOI:10.1021/jo00034a002

Bromination of dehydroamino acid derivatives with NBS or Br2/2,6-lutidine yields (E)- or (Z)-β-bromodehydroamino acid derivatives selectively.Subsequent intramolecular Michael addition-elimination of an aziridine proceeds with complete retention of olefin

Full text of DOI:10.1021/jo00034a002

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Product name:Ethyl 2-(N-benzoylamino)-2(Z)-<3(R),4(R)-bis<(p-methoxybenzyl)oxy>-5(S)-1-azabicyclo<3.1.0>hex-2-ylidene>acetate

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