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Letters in Organic Chemistry

Editor-in-Chief

ISSN (Print): 1570-1786
ISSN (Online): 1875-6255

Studies on Aldol Reactions of Nortropinone Derivatives in Solution and on Solid Phase

Author(s): Ryszard Lazny, Aneta Nodzewska and Michal Sienkiewicz

Volume 7, Issue 1, 2010

Page: [21 - 26] Pages: 6

DOI: 10.2174/157017810790533887

Price: $65

Abstract

Polymer-anchored (Merrifield, trityl chloride, Wang p-nitrophenyl carbonate and triazene supports) nortropinone, or N-protected nortropinone derivatives in solution, were subjected to deprotonation with LDA or chiral lithium amides, and the resulting lithium enolates were trapped with an aldehyde. The aldols were obtained with moderate to good yields (44-84%) and enantioselectivities (44-86% ee).

Keywords: Aldol reaction, polymer support, solid-phase synthesis, chiral lithium amide, nortropinone


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