Stereoselective synthesis of an optically active axially chiral lactam and its reaction with some electrophiles

DOI: 10.1016/S0040-4039(99)00051-9

Source and publish data:

Tetrahedron Letters p. 1949 - 1952 (1999)

Update date:2022-08-30

Topics:

Authors:

Fujita Fujita

Kitagawa

Izawa Izawa

Dobashi Dobashi

Fukaya Fukaya

Taguchi Taguchi

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Article abstract of DOI:10.1016/S0040-4039(99)00051-9

An optically active form (≥ 98% ee) of N-(ortho-tert-butylphenyl)-5- methoxymethyl-2-pyrrolidinone 3 having axial chirality was prepared from ortho-tert-butylaniline and (S)-5-(methoxymethyl)butylolactone in short steps and a completely stereoselective manner. The reactions of Li-enolate from lactam 3 with various electrophiles proceeded with 3,5-cis-selectivity.

Full text of DOI:10.1016/S0040-4039(99)00051-9

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Product name:Pentanamide, N-[2-(1,1-dimethylethyl)phenyl]-5-methoxy-4-[(methylsulfonyl)oxy]-, (4S)-

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