Abstract
Methanolysis of the diterpenoid aldehyde:anhydride, fujenal, catalysed by tetracyanoethylene afforded C-6:C-7 methoxylactones whilst the addition of methyl magnesium bromide to fujenal afforded a 6,7-lactone but with an cis A/B ring junction; the structures of these products were established by X-ray crystallography.
References
1.
Cross B.E.
,
Galt R.H.B.
,
Hanson J.R.
,
Curtis P.J.
,
Grove J.F.
, and
Morrison A.
, J.Chem.Soc. , 1963 , 2937 .
2.
Cross B.E.
,
Galt R.H.B.
, and
Hanson J.R.
, J.Chem.Soc. , 1963 , 5052 .
3.
Hanson J.R.
,
Macias-Sanchez A.J.
, and
Uyanik C.
, J.Chem.Res. , (S), 2001 , 121
4.
Hanson J.R.
,
Uyanik C.
, and
Yildirim K.
, J.Chem.Res. (S) , 1998 , 580 .
5.
Deslongchamps P.
Stereoelectronic Effects in Organic Chemistry. Pergamon Press , Oxford , 1983 , chap.2
6.
Hanson J.R.
J.Chem.Soc. , 1963 , 5061
7.
Galt R.H.B.
, and
Hanson J.R.
, J.Chem.Soc. , 1965 , 1565
8.
Baynham M.K.
,
Dickinson J.M.
,
Hanson J.R.
, and
Hitchcock P.B.
, J.Chem.Soc., Perkin Trans. 1 , 1987 . 1987.
