In:
European Journal of Organic Chemistry, Wiley, Vol. 2003, No. 16 ( 2003-08), p. 3219-3229
Abstract:
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)
Type of Medium:
Online Resource
ISSN:
1434-193X
,
1099-0690
DOI:
10.1002/ejoc.v2003:16
DOI:
10.1002/ejoc.200300220
Language:
English
Publisher:
Wiley
Publication Date:
2003
detail.hit.zdb_id:
1475010-7