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Enantiomerically Pure Cyclopropane Building Blocks: Synthesis and Transformations of 2‐Iodocyclopropylboronic Esters
Author(s) -
Hohn Erwin,
Pietruszka Jörg
Publication year - 2004
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.200404055
Subject(s) - chemistry , cyclopropane , decarboxylation , aryl , allylic rearrangement , alcohol , organic chemistry , sequence (biology) , combinatorial chemistry , stereochemistry , catalysis , alkyl , ring (chemistry) , biochemistry
Enantiomerically pure 2‐iodocyclopropylboronic esters 6 and 8 have been synthesized from the readily available allylic alcohol 2 via an oxidation‐radical decarboxylation sequence. These unique building blocks have been demonstrated to be versatile intermediates for a consecutive Suzuki‐coupling with aryl‐, heteroaryl‐, alkenyl‐, and cyclopropylboron derivatives (1 example each).