Ethyl 4-trichloroacetamido-4-hexenoate

Details Ethyl 4-trichloroacetamido-4-hexenoate Ethyl 4-trichloroacetamido-4-hexenoate

1995-04-11

1995-12-05

Shippen, Michael L.

Organic compounds -- part of the class 532-570 series

Organic compounds

Carboxylic acid esters

C07C22900

Patent

active

054730996

ABSTRACT:
This invention relates to a novel synthesis of 4-amino-5-hexenoic acid by thermal rearrangements, and to the novel intermediates produced thereby.

REFERENCES:
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Abstract--AAD89-05373, vol. 49/12-B of Dissertation Abstracts International, p. 5280; Tae Woo Kwon: "Part I. Asymmetric synthesis of 4-vinyl-4-aminobutyric acid. Part II. Section A--Thiophenylcyclopropylcarbinyl derivatives; conversion to dithiophenylcyclobutanes. Section B--Homoallylic substitution reactions"--1988--Assignee: The University of Connecticut.
Chemical and Pharmaceutical Bulletin, vol. 26, No. 3, pp. 774-783, Pharmaceutical Society of Japan; M. Watanabe et al.: "Ubiquinone and related compounds. XXXI. Synthesis of urinary metabolites of ubiquinone, phylloquinone, alpha-tocopherol and their related compounds". Mar. 1978, Assignee: Takeda Chemical Industries.
JACS, vol. 98, No. 10, pp. 2901-2910; L. E. Overman: "A general method for the synthesis of amines by the rearrangement of allylic trichloracetimidates. 1,5 transposition of alcohol and amine functions". May 1976--Assignee: University of California.
JACS, vol. 92, No. 3, pp. 741-743; W. S. Johnson et al.: "A simple stereo-selective version of the claisen rearrangement leading to transtrisubstituted olefinic bonds. Synthesis of squalene". Feb. 1970--Assignee: Stanford University.
Tetrahedron, vol. 44 No. 13, pp. 4243-4258 (1988)--G. Deleris et al.--"Direct regiospecific allylic amination via silicon induced pericyclic reactions. A novel synthesis of gamma vinyl gaba".
Chem. Pharm. Bull. vol. 26, No. 3, pp. 774-783 (1978)--Masazumi Watanabe et al "Synthesis of urinary metabolites of Ubiquinone, phylloquinone, .alpha.-tocopherol and their related compounds".
J. Am. Chem. Soc. vol. 44, pp. 667-668 (1972) E. J. Corey et al. "A new method for the synthesis of macrolides".

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