Tetrahedron letters

Asymmetric synthesis of both enantiomers of 2.5-hexane diol and 2.6-heptane diol induced by chiral sulfoxides

G Solladié, N Huser, JL Garcia-Ruano, J Adrio…

Index: Solladie, Guy; Huser, Nathalie; Garcia-Ruano, Jose Luis; Adrio, Javier; Carmen Carreno; Tito, Amelia Tetrahedron Letters, 1994 , vol. 35, # 29 p. 5297 - 5300

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Citation Number: 38

Abstract

1 H NMR of 5 (CDCl 3 , 200 MHz): δ: 1.56–1.90 (m, 4H, CH 2 CO), 2.44 (s, 6H, Me), 2.94 (m, 4H, CH 2 S), 4.41 (m, 2H, CHCO), 5.62 (br.s, 2H, OH) < 7.27–7.44 (AA'BB', 8H, J= 8 Hz, arom.H). The 13 C NMR gave also only one set of signals corresponding to one diastereomer. ... 1 H NMR of 4 (CDCl 3 , 200 MHz): δ: 1.6–1.8 (m, 4H, CH 2 CO), 2.45 (s, 6H, Me), 2.88 (AB of ABX, 4H, J AB = 13Hz, J AX = 9.5 Hz, J BX =3 Hz, Δν = 40 Hz, CH 2 ...