Is the magnetic shielding effect of a lactone group the simple sum of those of a ketone and an ether?

DOI: 10.1016/S0040-4039(99)00580-8

Source and publish data:

Tetrahedron Letters p. 3591 - 3594 (1999)

Update date:2022-08-25

Topics:

Authors:

Fukazawa, Yoshimasa

Haino, Takeharu

Kondoh, Yoshiaki

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Article abstract of DOI:10.1016/S0040-4039(99)00580-8

3-Oxo-4-oxa-5α-androstanone (1) was synthesized in order to obtain the NMR shielding parameters for lactone group. The assignment of ¹H-NMR and substituent-induced shifts (SIS) from the corresponding androstanone (2) are presented. A simple sum of the magnetic shieldings of ketone and ether can satisfactorily reproduce the observed SIS values due to the lactone group of 1.

Full text of DOI:10.1016/S0040-4039(99)00580-8

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