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Wednesday 18 February 2015

3-Methyl-1-oxa-2,7-diaza-7,10-ethanospiro[4.5]dec-2-ene





10a R= methyl

3-Methyl-1-oxa-2,7-diaza-7,10-ethanospiro[4.5]dec-2-ene (10a)

Data

10a ...............(960 mg, 82%) as a colorless oil. 

1 H NMR (300 MHz) δ 1.38–2.10 (m, 4H), 1.97 (s, 3H), 2.40 (m, 1H), 2.68 (d, J = 17.2 Hz, 1H), 2.68–3.00 (m, 4H), 2.92 (d, J = 14.4 Hz, 1H), 3.05 (d, J = 17.2 Hz, 1H), 3.24 (d, J = 14.4 Hz, 1H).

13C NMR (75.4 MHz) δ 13.4, 21.2, 23.6, 30.8, 46.3, 46.6, 48.4, 63.1, 85.3, 154.4. 


IR (thin film) υmax 2948, 2874, 1630, 1457, 1434, 1388, 1332, 1219, 1072, 1050, 1038, 982, 897, 800, 688, 630 cm–1. 

LRMS (EI) m/z (%) 180 (M+•, 0.8), 167 (6), 149 (21), 139 (63), 124 (7), 111 (3), 96 (100), 82 (43), 69 (49), 55 (44). 

HRMS (EI) Found m/z 180.1264 (M+•). C10H16N2O requires m/z 180.1263. 



Synthesis of spiroisoxazolines through cycloadditions of nitrile oxides with 3-methylenequinuclidine (JC-1605EP) 
Connie K. Y. Lee, Christopher J. Easton, G. Paul Savage and Gregory W. Simpson
Full Text: PDF (289K)
pp. 175 - 183 

received Jul 15 2005; accepted Sep 8 2005; published Sep 10 2005;
Synthesis of spiroisoxazolines through cycloadditions of nitrile oxides with 3-methylenequinuclidine 
Connie K. Y. Lee,a Christopher J. Easton,*a G. Paul Savage,b and Gregory W. Simpsonb 

a Research School of Chemistry, Australian National University, Canberra ACT 0200, Australia, 
and b CSIRO Molecular and Health Technologies, Bayview Ave, Clayton VIC 3168, Australia 
E-mail: easton@rsc.anu.edu.au 
http://www.arkat-usa.org/arkivoc-journal/browse-arkivoc/2006/3/graphical-abstracts/
http://www.arkat-usa.org/get-file/20010/

This paper is dedicated to Professor James M. Coxon (Jim) on the occasion of his 65th birthday, and in recognition of his many contributions to chemistry  




Professor Christopher J. Easton
B.Sc. Flinders University; Ph.D. D.Sc., University of Adelaide, FAA

Chris Easton is a graduate of Flinders University and the University of Adelaide. He held positions at Harvard University (1980-1981), the Research School of Chemistry (1982), the University of Canterbury (1983-1986) and the University of Adelaide (1986-1994), before his appointment as a Senior Fellow in the Research School of Chemistry, in 1995.
He was awarded a D.Sc. from the University of Adelaide in 1998 and is the recipient of the Royal Australian Chemical Institute Birch Medal for 2000, and the Archibald Oll? Prize for Chemical Literature for 2000. He was promoted to Professor at the Research School of Chemistry in 2001 and elected as a Fellow of the Australian Academy of Science in 2004.  



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