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).
1,1,2,2-Tetraphenyl-1,2-ethanediol: A new protecting group for the synthesis of cyclopropylboronic esters
Pietruszka, J?rg,Witt, Andreas
, p. 91 - 94 (2007/10/03)
While enantiomerically pure auxiliaries and protecting groups for boronic acids are well established, much less attention has been paid to achiral derivatives. The commercially available benzpinacol (9) proved to yield highly stable boronic esters. The ne