ISSN:
0749-1581
Keywords:
Octahydro-8,17-methanodinaphtho[2,3-d:2′,3′.,-i] [,6,3,8]dioxadiazecine
;
7,14-Methanoperhydrodibenze-[d,i][1,6,3,8]dioxadiazecines
;
1H NMR
;
Geminal coupling constants
;
trans-3-Aminotetralin-2-ol
;
Chemistry
;
Analytical Chemistry and Spectroscopy
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
In contrast to the reported reaction between trans-1-aminotetralin-2-ol and formaldehyde, which gives r-6a, c-9a,t-15a,t-18a-5,6,6a,9a,14,15,15a,18a-octahydro-9,18-methanodinaphtho[1,2-d:1′,2′-i][1,6,3,8]dioxadiazecine, an examination of the δ 4.0-5.0 region of the 1H NMR spectra of the products of the reaction between trans-3-aminotetralin-2-ol and formaldehyde showed these to be a 50:50 mixture of r-5a,t-8a,c-14a,t-17a- and r-5a,c-8a,t-14a,t-17a-5,5a,8a,9,14,14a,17a,18-octahydro-8,17-methanodinaphtho[2,3-d:2′,3′-i] [1,6,3,8]dioxa-diazecine. In a similar way, the reaction between trans-2-aminocyclohexanol and formaldehyde was re-examined and found to produce initially a ca 80:20 mixture of r-4a,t-7a,c-11a,t-14a- and r-4a,c-7a,t-11a,t-14a-7,14-methanoperhydrodibenzo[d,i][1,6,3,8]dioxandiazecines.
Additional Material:
2 Tab.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/mrc.1260241209
Permalink