Enantioselective addition of organozinc reagents to carbonyl compounds : Pure and Applied Chemistry
摘要:
Different chiral camphorsulfonamaide derivatives containing a hydroxy or a sulfonamido functionality, as well as chiral 1,2-hydroxysulfonamides, have been evaluated as chiral promoters in the classical enantioselective addition of dialkylzinc reagents to aldehydes in the presence of titanium tetraisopropoxide (ee up to 96 %). Surprisingly, ligands with a structure of isoborneol are able to promote the related unknown addition to ketones (ee > 99 %), the best ligand being the exo-diol derived from 1,2-trans-biscamphorsulfon-amidocyclohexane (HOCSAC).
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关键词:
enantioselective organozinc reagents camphorsulfonamide hydroxysulfon-amides dialkylzinc titanium tetraisopropoxide
DOI:
10.1351/pac200577122111
被引量:
年份:
2005








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