A new class of non-racemic chiral macrocycles: a conformational and synthetic study.
Amino alcohols have been used to introduce non-racemic chirality into macrocycles using a modular approach that relies on a Heck macrocyclisation reaction. A wide variety of macrocycles have been synthesised, and their structures studied using X-ray crystallography and molecular modelling. A fragmentation reaction encountered during the use of (S)-1,1-dimethylvalinol revealed that carboxylic acids generate acylals under reaction conditions often used for Heck reactions.
Gibson
Susan E
SE
Department of Chemistry, Imperial College London, South Kensington Campus, London SW7 2AY, UK. s.gibson@imperial.ac.uk
Mainolfi
Nello
N
Kalindjian
S Barret
SB
Wright
Paul T
PT
White
Andrew J P
AJ