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The Thread & Cut Method: Syntheses of Molecular Knot Precursors
Author(s) -
Fenlon Edward E.,
Ito Brandon R.
Publication year - 2008
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.200800387
Subject(s) - chemistry , alkyne , knot (papermaking) , click chemistry , azide , combinatorial chemistry , stereochemistry , organic chemistry , chemical engineering , catalysis , engineering
A novel approach to molecular knots is described. This method may allow access to smaller and more complex knots. Two knot precursors, 1a and 1b , are efficiently prepared in overall yields of 9.6 % and 8.7 %, respectively. The convergent six‐step syntheses utilize Fréchet‐type etherifications, alkyne/azide click cycloadditions, and bis‐macrolactonizations.(© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2008)