Journal
TETRAHEDRON
Volume 59, Issue 35, Pages 7047-7056Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/S0040-4020(03)00919-0
Keywords
ring-closure metathesis; sulfonamide; sulfonamide carbanion; alkylation; azidation; thrombin inhibitors
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Bicyclic sulfonamides were synthesized from 4-alkenyl N-alkenylsulfonyl L-prolines using a ring-closure metathesis reaction. Three types of bicyclic sulfonamides varying in the size of the second ring (5,5; 5,6; 5,7) were synthesized. A sulfonamide counterpart of an indolizidinone 2-carboxylic acid was synthesized and evaluated for its activity against the enzyme thrombin. (C) 2003 Elsevier Ltd. All rights reserved.
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