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Merck
  • Chiral monofluorobenzyl carbanions: synthesis of enantiopure β-fluorinated β-phenylethylamines.

Chiral monofluorobenzyl carbanions: synthesis of enantiopure β-fluorinated β-phenylethylamines.

Chemistry (Weinheim an der Bergstrasse, Germany) (2011-04-15)
José L García Ruano, Alejandro Parra, Inés Alonso, Santos Fustero, Carlos del Pozo, Yolanda Arroyo, Ascensión Sanz-Tejedor
摘要

The preparation of a stabilized monofluorobenzyl carbanion by means of a remote homochiral sulfinyl group and its completely stereoselective reactions with N-p-tolylsulfinylimines are described. The use of these reactions followed by the simultaneous removal of both chiral auxiliaries with tBuLi, which occurs without epimerization at the benzylic position, provides the quickest entry to enantiomerically pure β-fluorinated β-phenylethylamines.

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Sigma-Aldrich
苯乙胺, 99%
Sigma-Aldrich
2-苯乙胺 盐酸盐, ≥98%
Sigma-Aldrich
苯乙胺, ≥99%
Sigma-Aldrich
苯乙胺, purified by redistillation, ≥99.5%
Supelco
2-苯乙胺, analytical standard