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ABSTRACT:
SUBMITTER: Leroux M
PROVIDER: S-EPMC7497206 | biostudies-literature | 2020 Jul
REPOSITORIES: biostudies-literature
Chemistry (Weinheim an der Bergstrasse, Germany) 20200629 41
Chiral β-aminoalkylzinc halides were prepared starting from optically pure commercial β-amino-alcohols. These amino-alcohols were converted to the corresponding N-pyrrolyl-protected alkyl iodides which undergo a zinc insertion in the presence of LiCl (THF, 25 °C, 10-90 min). Subsequent Negishi cross-coupling or acylation reactions with acid chlorides produced amino-derivatives with retention of chirality. Diastereoselective CBS-reductions of some prepared N-pyrrolyl-ketones provided 1,3-subsitut ...[more]