53312-55-3Relevant articles and documents
Base-catalysed rearrangement of p-menth-1-en-4(8)-oxide
Roy, Animesh,Gurudutt, K. N.,Rao, Sanjay
, p. 636 - 638 (2007/10/03)
p-Menth-1-en-4(8)-oxide (1), a tetrasubstituted spiro epoxide is normally resistant towards bases but under forcing condition with AIP rearranges to p-mentha-1,8-dien-4-ol (2).On the other hand, with t-BuOK, p-mentha-1,3-dien-8-ol (3) and p-mentha-1,4-dien-8-ol (4) are formed as the major products.These compounds readily get oxidised to p-cymen-8-ol (5), as seen in the reaction of 1 with N-LiEDA.