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Synlett 2004(3): 543-545
DOI: 10.1055/s-2004-815424
DOI: 10.1055/s-2004-815424
LETTER
© Georg Thieme Verlag Stuttgart · New York
Mukaiyama Aldol-Prins Cyclizations with Ketones
Weitere Informationen
Publikationsverlauf
Received
17 November 2003
Publikationsdatum:
26. Januar 2004 (online)


Abstract
The Mukaiyama aldol-Prins (MAP) cyclization with ketones is described. These reactions produce substituted tetrahydropyrans efficiently and in some cases with high stereoselectivity. Cyclizations with E- and Z-alkenes are shown to be stereospecific. These studies extend the scope of the MAP cyclizations promoted by titanium tetrabromide.
Key words
tandem reactions - annulations - aldol reaction - stereoselective - carbocations