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Construction of azaspirocyclic ketones through alpha-hydroxyiminium ion or alpha-siloxy epoxide semipinacol rearrangements

TitleConstruction of azaspirocyclic ketones through alpha-hydroxyiminium ion or alpha-siloxy epoxide semipinacol rearrangements
Publication TypeJournal Article
Year of Publication2001
AuthorsFenster, MDB, Patrick, BO, Dake, GR
JournalOrganic Letters
Volume3
Pagination2109-2112
Date PublishedJun
Type of ArticleArticle
ISBN Number1523-7060
KeywordsACIDS, ALDOL PROCESS, ALKALOIDS, HALICHLORINE
Abstract

[GRAPHICS] Semipinacol-type rearrangements to produce azaspirocyclic ketones are presented. The yields and stereoselectivities of these reactions range from 67-94% yield and 2.8:1 to 1:0 diastereoselectivity, respectively.

URL<Go to ISI>://000169487700037