(4S,5S)-4-benzylamino-5-[((terf-butyl)diphenylsilyl)oxymethyl]-dihydro- 2(3H)-furanone. A new intermediate for the enantiospecific synthesis of β-aminoesters and β-lactams

DOI: 10.1016/0040-4039(95)01417-G

Source and publish data:

Tetrahedron Letters p. 7133 - 7136 (1995)

Update date:2022-08-03

Topics:

Authors:

Collis, Maree P.

Hockless, David C. R.

Perlmutter, Patrick

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Article abstract of DOI:10.1016/0040-4039(95)01417-G

Conjugate addition of benzylamine to (S)-5-hydroxymethyl-2(5H)-furanone generated the new aminolactone (2b) as a single diastereomer. The C4/C5 trans relationship was confirmed by X-ray crystal structure determination of the corresponding t-butyldiphenylsilyl ether. Elaboration of aminolactone (2b) to β-aminoesters and β-lactams is also described.

Full text of DOI:10.1016/0040-4039(95)01417-G

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