Enantiomeric syntheses of 6 (R), 7 (R) and 6 (S), 7 (S) trans-and cis-laurediol
B Anorbe, VS Martin, JM Palazón, JM Trujillo
Index: Anorbe, B.; Martin, V. S.; Palazon, J. M.; Trujillo, J. M. Tetrahedron Letters, 1986 , vol. 27, # 41 p. 4991 - 4994
Full Text: HTML
Citation Number: 27
Abstract
RT, 14 hrs.; iii)HCl (conc.) (cat.), MeOH, RT, 10 hrs., 92% overall yield; b) i)LiAlH 4 , THF, reflux, 2 hrs. 87%; ii)Br 3 P, pentane, 0°C, 0.5 hr., 78%; c) i)BrMgC ≡ CCH 2 OTHP, THF, Cu 2 Cl 2 (cat.), O°C reflux, 4 hrs.; ii) (C 6 H 5 ) 3 PBr + Br − , CH 2 Cl 2 , RT, 74%; d) BrMgC≡CCH 2 OTHP, THF, Cu 2 Cl 2 (cat.), Me 2 S, 0°C reflux, 4 hrs., 83%; e) i)HCl (conc) (cat.), MeOH, RT, 5 hrs.; ii)LiAlH 4 , ether, RT, 14 hrs., 81% overall yield. ... The optical purities of all the ...
Related Articles:
A convenient synthetic route to (E)-2-penten-1-ol
[Gastaminza, Alicia E.; Ferracutti, Nilda N.; Rodriguez, Nora M. Journal of Organic Chemistry, 1984 , vol. 49, # 20 p. 3859 - 3860]
Highly selective methanesulfonic acid-catalyzed 1, 3-isomerization of allylic alcohols
[Leleti, Rajender Reddy; Hu, Bin; Prashad, Mahavir; Repic, Oljan Tetrahedron Letters, 2007 , vol. 48, # 48 p. 8505 - 8507]
A convenient synthetic route to (E)-2-penten-1-ol
[Gastaminza, Alicia E.; Ferracutti, Nilda N.; Rodriguez, Nora M. Journal of Organic Chemistry, 1984 , vol. 49, # 20 p. 3859 - 3860]
Investigation of aliphatic dienes by chemical ionization with nitric oxide
[Budzikiewicz, H.; Blech, St.; Schneider, B. Organic Mass Spectrometry, 1991 , vol. 26, # 12 p. 1057 - 1060]
Cluster catalysed selective transfer hydrogenation of α, β-unsaturated aldehydes
[Bhaduri, Sumit; Sharma, Krishna Journal of the Chemical Society, Chemical Communications, 1988 , # 3 p. 173 - 174]