SYNTHESIS AND H-1 AND C-13 NMR SPECTRAL-ANALYSIS OF L-9-METHYLENE-1-AZA-7-OXA-4-SPIRO[4,5]DECAN-8-ONES

Authors
IKRAMUDDEEN TM CHANDRASEKARA N RAMARAJAN K COUCH KM TYAGI S BERLIN KD
Citation
Tm. Ikramuddeen et al., SYNTHESIS AND H-1 AND C-13 NMR SPECTRAL-ANALYSIS OF L-9-METHYLENE-1-AZA-7-OXA-4-SPIRO[4,5]DECAN-8-ONES, Indian journal of chemistry. Sect. B: organic chemistry, including medical chemistry, 35(7), 1996, pp. 652-656
Citations number
17
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Indian journal of chemistry. Sect. B: organic chemistry, including medical chemistry → ACNP
ISSN journal
03764699
Volume
35
Issue
7
Year of publication
1996
Pages
652 - 656
Database
ISI
SICI code
0376-4699(1996)35:7<652:SAHACN>2.0.ZU;2-P
Abstract
Introduction of an alpha-methylene-gamma-butyrolacetone unit at C-4 do es not change the conformation of the piperidine ring. However, both H -1 and C-13 NMR signals are strongly influenced. While the signals due to H-3 and H-5 protons are shifted upfield, the signals due to H-2 an d H-6 protons are shifted downfield. The signals for all the ring carb ons are shifted upfield. NOE measurements show that the C(4)-O(7) bond is axially oriented.