532402-50-9Relevant articles and documents
Synthesis of "Garner" aldehyde-derived cyclopropylboronic esters
Pietruszka, Joerg,Witt, Andreas,Frey, Wolfgang
, p. 3219 - 3229 (2003)
The "Garner" aldehyde has been used as a common intermediate for the preparation of the corresponding alkyne 7 and the alkenylboronic esters 12-16 (24-80%). Diastereoselective cyclopropanation afforded cyclopropylboronic esters 17-20 (60-84%, dr 22:78 to 92:8), the configurations of which were determined by chemical correlation (cyclopropanols 22), X-ray structural analysis (of 21a), and characteristic NMR spectroscopic data. The protected amino alcohols 23-26 and amino acids 27 have been synthesised from the cyclopropylboronic esters 19 by oxidation, Matteson homologation or Suzuki coupling. ( Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2003).