Abstract
The alcoholysis of the epoxides of α- and β-pinene catalysed by tetracyanoethylene form the 8-alkyl ethers of trans-sobrerol and 7,8-dihydroxy-p-menth-1-ene, respectively.
References
1.
Masaki Y.
,
Miura T.
, and
Ochiai M.
, Synlett. , 1993 , 847 .
2.
Boynton J.A.
,
Hanson J. R.
, and
Uyanik C.
, J. Chem. Res. (S) , 1995 , 334 .
3.
Hanson J.R.
,
Macias-Sanchez A. J.
, and
Uyanik C.
, J. Chem. Res., (S) , 2001 , 121 .
4.
Uyanik C.
,
Hanson J. R.
,
Hitchcock P. B.
,
Lazar M. A.
, Tetrahedron , 2005 , 17 , 4323 .
5.
Coxon J.M.
,
Dansted E.
,
Hartshorn M. P.
, and
Richards K. E.
, Tetrahedron , 1969 , 25 , 3307 .
6.
Carr G.
,
Dansted E.
,
Millar A. P.
, and
Whittaker D.
, J. Chem. Soc. Perkin Trans. 2 , 1984 , 1419 .
7.
Xu Z.B.
, and
Qu J.
, Chem. Eur. J. , 2013 , 19 , 314 .
8.
Buchi G.
,
Hofheinz W.
, and
Poukstelis J. V.
, J. Am. Chem. Soc. , 1969 , 91 , 6473 .
9.
Allegra L.
,
Bossi R.
, and
Braga P. C.
, Respiration , 1981 , 42 , 105 .
10.
Braga P.C.
,
De Angelis L.
,
Bossi R.
,
Scaglione F.
,
Scarpazza G.
,
Allegra L.
, and
Fraschini F.
, Eur. J. Clin. Pharmacol. , 1983 , 24 , 209 .
11.
Castiglioni C.L.
, and
Gramolini C.
, Respiration , 1986 , 50 , 202 .
12.
Armerago W.L. F.
, and
Perrin D. D.
, Purification of laboratory chemicals. The Bath Press , Bath , 1996 , 4th edn. pp. 123 , 209 , 249, 260.