The Pictet-Spengler reaction in solid-phase combinatorial chemistry

TY - JOUR

T1 - The Pictet-Spengler reaction in solid-phase combinatorial chemistry

AU - Nielsen, Thomas E

AU - Diness, Frederik

AU - Meldal, Morten

PY - 2003/11

Y1 - 2003/11

N2 - The Pictet-Spengler reaction is an important reaction for the generation of tetrahydro-beta-carbolines and tetrahydroisoquinoline ring systems, which exhibit a range of biological and pharmacological properties. This review covers the solid-phase Pictet-Spengler reaction, as employed in solid-phase routes toward a range of complex heterocyclic ring systems, with focus on experimental conditions, efficiency and diastereoselectivity. This is illustrated by the application of this reaction to the synthesis of combinatorial libraries, natural product analogs and drug-like scaffolds.

AB - The Pictet-Spengler reaction is an important reaction for the generation of tetrahydro-beta-carbolines and tetrahydroisoquinoline ring systems, which exhibit a range of biological and pharmacological properties. This review covers the solid-phase Pictet-Spengler reaction, as employed in solid-phase routes toward a range of complex heterocyclic ring systems, with focus on experimental conditions, efficiency and diastereoselectivity. This is illustrated by the application of this reaction to the synthesis of combinatorial libraries, natural product analogs and drug-like scaffolds.

KW - Carbolines

KW - Chemistry, Pharmaceutical

KW - Combinatorial Chemistry Techniques

KW - Denmark

KW - Heterocyclic Compounds

KW - Molecular Structure

KW - Tetrahydroisoquinolines

M3 - Journal article

C2 - 14758752

SN - 1367-6733

VL - 6

SP - 801

EP - 814

JO - Current Opinion in Drug Discovery and Development

JF - Current Opinion in Drug Discovery and Development

IS - 6

ER -