Catalytic enantioselective addition of diethylzine to 1,3-dithian-2-yl substituted aliphatic aldehydes: a new approach to optically active 2-(hydroxyalkyl)-1,3-dithianes

Authors
Wilken, J Winter, M Stahl, I Martens, J
Citation
J. Wilken et al., Catalytic enantioselective addition of diethylzine to 1,3-dithian-2-yl substituted aliphatic aldehydes: a new approach to optically active 2-(hydroxyalkyl)-1,3-dithianes, TETRAHEDR-A, 11(5), 2000, pp. 1067-1071
Citations number
23
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON-ASYMMETRY
ISSN journal
09574166 → ACNP
Volume
11
Issue
5
Year of publication
2000
Pages
1067 - 1071
Database
ISI
SICI code
0957-4166(20000324)11:5<1067:CEAODT>2.0.ZU;2-W
Abstract
Asymmetric synthesis of 2-(hydroxyalkyl)-1,3-dithianes was achieved in good yields of up to 81% by using various 1,3-dithian-2-yl-substituted aliphati c aldehydes as substrates in the catalytic enantioselective addition of die thylzinc, With fair enantiomeric ratios of up to 85:15 in the enantiocontro lled ethylation step this synthetic approach provides an entry towards pote ntial chiral building blocks. (C) 2000 Elsevier Science Ltd. All rights res erved.