I. Izquierdo, M. T. Plaza, Víctor Yáñez
Nov 28, 2005
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Influential Citations
12
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Journal
Tetrahedron-asymmetry
Abstract
Abstract Indium-mediated allylation of N -Cbz- l -prolinal 3 , under Grignard conditions, was carried out with high yield and stereoselectivity (de = 90%) to afford intermediate (2 S ,1′ R )- N -benzyloxycarbonyl-2-(1′-hydroxybut-3′-en-1′-yl)pyrrolidine 4 , which was transformed in two steps into (1 R ,3 R ,7a S )-1-hydroxy-3-hydroxymethylpyrrolizidine 9 . Commercial Cbz- l -proline was a source of functionalization and chirality.