NMR Studies on Epoxidations of Allenamides. Evidence for Formation of Nitrogen-Substituted Allene Oxide and Spiro-Epoxide via Trapping Experiments

Author:

Rameshkumar C.1,Xiong Hui1,Tracey Michael R.1,Berry Craig R.1,Yao Letitia J.1,Hsung Richard P.1

Affiliation:

1. Department of Chemistry, University of Minnesota, Minneapolis, Minnesota 55455

Publisher

American Chemical Society (ACS)

Subject

Organic Chemistry

Reference32 articles.

1. A recipient of 2001 Camille Dreyfus Teacher−Scholar Award.

2. For reviews on allenes see:  (a) Saalfrank, R. W.; Lurz, C. J. InMethodenDer Organischen Chemie (Houben-Weyl); Kropf, H., Schaumann, E., Eds.; Georg Thieme Verlag:  Stuttgart, 1993; p 3093. (b) Schuster, H. E.; Coppola, G. M.Allenes in Organic Synthesis; John Wiley and Sons:  New York, 1984. For a review on chemistry of allene oxide, see:  (c) Chan, T. H.; Ong, B. S.Tetrahedron1980,36, 2269.

3. Addition of lithium metal to but-1-en-3-ynes. Synthesis and epoxidation of 1,4-bis(trimethylsilyl)buta-1,2-dienes

4. Silyl ketone chemistry. Synthesis and reactions of olefinic and acetylenic silyl ketones

5. Novel Carbon−Carbon Bond Formation Reaction of Methoxyallene Oxide Promoted by TiI4

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