- Distinction of Diastereofaces at the α-Position of Chiral Cyclic Acetals
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Key words: chiral acetal; asymmetric 1,2-addition; asymmetric 1,4-addition; C2 symmetry; determination of optical purity; chiral carboxylic acid Asymmetric 1,2- and 1,4-additions to substrates with an acetal as a chiral auxiliary have been studied.Among the tested substrates, C2-symmetrical 5c was most effective for 1,2-addition with MeTi(O-iPr)3.Furthermore, C2-symmetrical carbinol 5b has been found to be a potent 1H-NMR reagent for determination of optical purity of carboxylic acids with a chiral center at the α-position.
- Tanaka, Naoki,Suemune, Hiroshi,Sakai, Kiyoshi
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p. 1075 - 1086
(2007/10/02)
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