13013-31-5Relevant academic research and scientific papers
Regioselective dehydration of axial and equatorial tertiary alcohols with α-methyl group in the cyclohexane ring by Swern's reagent
Vlad,Ungur,Aricu,Andreeva
, p. 767 - 770 (2007/10/03)
Swern's reagent (a complex of oxalyl chloride with DMSO) was shown to dehydrate tertiary alcohols containing an α-methyl group in the cyclohexane ring. Dehydration of equatorial alcohols affords mixtures of isomeric compounds where isomers with an exocyclic double bond dominate, whereas isomers with an endocyclic double bond prevail in the products of dehydration of axial tertiary alcohols. Thus, Swern's reagent can serve as a chemical test to determine the configuration of tertiary alcohols containing an α-methyl group in cyclohexane ring. The composition of the products of dehydration of these alcohols with Swern's reagent is similar to that obtained by their dehydration with POCl3 in pyridine.
REACTIVITY OF METHYL LABDANOLATE WITH LEAD TETRAACETATE
Pascual Teresa, J. de,Urones, J. G.,Montana Pedrero, A.,Basabe Barcala, P.
, p. 4563 - 4576 (2007/10/02)
The reactivity of the methyl labdanolate, 3 with Pb(OAc)4 and/or Pb(OAc)4/I2 was studied.The long distance functionalization at C-12 led to compounds 8b and 9b, whose oxidation with RuO4 produced 16 at a 100percent yield.Compounds 14 and 15 were obtained
LABDANE DITERPENOIDS FROM CISTUS LABDANIFERUS
Pascual-T., J. de,Bellido, I. S.,Basabe, P.,Marcos, I. S.,Ruano, L. F.,Urones, J. G.
, p. 899 - 902 (2007/10/02)
Three new diterpenic acids have been isolated from Cistus ladaniferus: 6,8(17) labdadien-15-oic, 7-oxo-8-labden-15-oic and 6β-acetoxy-7-oxo-8-labden-15-oic acids, beside labdanolic, 6-oxocavitic, 7α-hydroxy-8(17)-labden-15-oic, 8α-methoxy-labda-15-oic and 8α-hydroxy-13(E)-labden-15-oic acids.Key Word Index - Cistus ladaniferus; Cistaceae; diterpenic acids.
