ISSN:
0947-3440
Keywords:
Cycloadditions
;
Asymmetric Synthesis
;
Heterocycles
;
Alkynes
;
Reductions
;
Chemistry
;
Organic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
The chiral nonracemic compound 4 was prepared from ethyl (S)-(-)-lactate and 1,4-dibromo-2-butyne. Reduction with DIBAH at -72°C and subsequent treatment of the resulting dialdehyde with N-methylhydroxylamine yielded the dinitrone 5, which underwent two consecutive intramolecular cycloadditions to give the chiral nonracemic compound 7. The structure of 7 was confirmed by an X-ray analysis. Reductive ring opening afforded compound 8.
Additional Material:
1 Ill.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/jlac.199719970306
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