Research output: Contribution to Journal/Magazine › Journal article › peer-review
Research output: Contribution to Journal/Magazine › Journal article › peer-review
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TY - JOUR
T1 - Practical synthesis of (S)-pyrrolidin-2-yl-1H-tetrazole, incorporating efficient protecting group removal by flow-reactor hydrogenolysis
AU - Franckevicius, Vilius
AU - Knudsen, KR
AU - Ladlow, M
AU - Longbottom, DA
AU - Ley, SV
PY - 2006/4/4
Y1 - 2006/4/4
N2 - A practical, safe, high-yielding and efficient synthesis of (S)-pyrrolidin-2-yl-1H-tetrazole has been developed, which avoids the generation of ammonium azide in the cyclisation step and the use of a 9:1 acetic acid-water mixture as the solvent in the hydrogenation. The previously extended hydrogenolysis reaction time (three days) is now reduced to hours through the use of an H-Cube (TM) (a continuous-flow reactor employing a mixed hydrogen-liquid flow stream).
AB - A practical, safe, high-yielding and efficient synthesis of (S)-pyrrolidin-2-yl-1H-tetrazole has been developed, which avoids the generation of ammonium azide in the cyclisation step and the use of a 9:1 acetic acid-water mixture as the solvent in the hydrogenation. The previously extended hydrogenolysis reaction time (three days) is now reduced to hours through the use of an H-Cube (TM) (a continuous-flow reactor employing a mixed hydrogen-liquid flow stream).
KW - ACID
KW - ORGANOCATALYSIS
KW - ASYMMETRIC MANNICH
KW - PROLINE
KW - ROUTE
KW - flow
KW - hydrogenation
KW - organocatalysis
KW - 5-PYRROLIDIN-2-YLTETRAZOLE
KW - INCREASED REACTIVITY
KW - tetrazole
KW - ALDOL REACTIONS
KW - asymmetric
KW - synthesis
U2 - 10.1055/s-2006-939036
DO - 10.1055/s-2006-939036
M3 - Journal article
VL - 2006
SP - 889
EP - 892
JO - SYNLETT
JF - SYNLETT
SN - 0936-5214
IS - 6
ER -