75684-66-1Relevant academic research and scientific papers
Regio- and stereoselective selenium dioxide allylic oxidation of (E)-dialkyl alkylidenesuccinates to (Z)-allylic alcohols: Synthesis of natural and unnatural butenolides
Patel, Ramesh M.,Puranik, Vedavati G.,Argade, Narshinha P.
, p. 6312 - 6322 (2011/10/09)
The first SeO2 induced (Z)-selective allylic alcohol formation of dialkyl alkylidenesuccinates has been demonstrated to accomplish one-step syntheses of several essential butenolides and fused butenolides via an unusual E- to Z- carbon-carbon d
Reaction of β,γ-unsaturated carboxylic acids with Thallium triacetate (TTA): Lactonization vs oxidative decarboxylation
Ferraz,Grazini,Silva L.F.,Longo L.S.
, p. 1953 - 1964 (2007/10/03)
The reaction of six β,γ-unsaturated carboxylic acids with thallium triacetate (TTA) was studied. The nature of the products is highly sensitive to the substitution pattern of the substrates. Aliphatic acids gave mainly lactones, while those bearing an aro
An Efficient Entry Into Butenolides: Synthesis Of (+/-) Mintlactone
Chavan, Subhash P.,Zubaidha, P. K.,Ayyangar, Nagaraj R.
, p. 4605 - 4608 (2007/10/02)
Osmylation of β,γ-unsaturated esters and acid catalysed cyclisation of the resultant diols generate butenolides in high yields.
A versatile synthesis of butenolides: Total synthesis of (+/-)-mintlactone
Cory,Ritchie,Shrier
, p. 6789 - 6792 (2007/10/02)
The butenolide monoterpenes, mintlactone and isomintlactone, have been synthesized by a new method for the preparation of butenolides from α,β-unsaturated esters by deconjugation, epoxidation and rearrangement.
Chemical Tranformation of Terpenoids. V. Acidic Conversions of 10-Hydroxygeraniol and 10-Hydroxynerol Derivatives Leading to Cyclic Monoterpenoids
Kitagawa, Isao,Tsujii, Shinji,Nishikawa, Fumiko,Shibuya, Hirotaka
, p. 2639 - 2651 (2007/10/02)
Acid treatment of 1-O-acetyl-10-hydroxygeraniol (5a), 1-O-methyl-10-hydroxygeraniol (5b), 1-O-acetyl-10-hydroxynerol (6a), and 1-O-methyl-10-hydroxynerol (6b) was investigated under various conditions.It was found that treatment of 5a and 6a with HCOOH gave menth-1-ene-8,9-diol (7), while treatment of 5a, 5b, 6a, or 6b with BF3-etherate in CH2Cl2 furnished two menthofuran-type compounds (9, 10) and two bicyclooct-2-ene derivatives (17, 24).Both 9 and 10 were successfully converted to menthofuran (16) and 17 was converted to a bicyclooctenone derivative (23) which was a key intermediate for a synthesis of juvabione (27).Keywords - geraniol; nerol; 10-hydroxygeraniol; 10-hydroxynerol; 10-hydroxygeraniol derivative; 10-hydroxynerol derivative; uroterpenol; menthofuran; bicyclooct-2-ene derivative
