88166-26-1Relevant academic research and scientific papers
Catalytic asymmetric Horner-Wadsworth-Emmons reaction under phase- transfer-catalyzed conditions
Arai, Shigeru,Hamaguchi, Seiji,Shioiri, Takayuki
, p. 2997 - 3000 (2007/10/03)
The catalytic asymmetric Homer-Wadsworth-Emmons reaction promoted by quaternary ammonium salts derived from cinchonine as a phase-transfer catalyst is described. Treatment of the prochiral ketone 1 with phosphonates under mild reaction conditions afforded the corresponding desired products in moderate enantiomeric excess.
Asymmetric Carboalkoxyalkylidenation with a Chiral Horner-Wadsworth-Emmons Reagent
Denmark, Scott E.,Rivera, Isaac
, p. 6887 - 6889 (2007/10/02)
The asymmetric carboalkoxyalkylidenation of 4-substituted cyclohexanones was effected by the use of chirally modified Horner-Wadsworth-Emmons (HWE) reagents in good yields (78-82percent) as well as high levels of enantioselectivity (78-86percent ee).
EFFICIENT OLEFINATION WITH α-ALKYL CYCLIC PHOSPHONAMIDES
Hanessian, Stephen,Bennani, Youssef L.,Leblanc, Yves
, p. 1411 - 1424 (2007/10/02)
A variety of acyclic and cyclic aldehydes and ketones can be converted into the corresponding alkylidene, benzylidene and methoxycarbonyl alkylidene derivatives by treatment with 1,3,2-diazaphospholidine-2-alkyl-1,3-dimethyl 2-oxides (α-alkyl cyclic phosphonamides) under mild conditions.This olefination method is particularly useful in the case of enolizable carbonyl compounds.
98. A Regioselective Cyclohexannulation Procedure via Dienamine Cycloaddition. Synthesis of Functionalised Decalins
Snowden, Roger L.,Linder, Simon M.,Wuest, Manfred
, p. 892 - 905 (2007/10/02)
A regioselective cyclohexannulation procedure, whose key step involves the cycloaddition of dienamines 12-24 with methyl acrylate, allows the conversion of cycloalkanones 1-11 to bicyclic dienoates 25-37.The chemistry of 26 is briefly examined and, in the context of organoleptic studies concerning functionalised 5,5,9-trimethyldecalins, the transformation of 37 to ketones 44 and 46 as well as to acetates 53-56 is described.
Solvolytic Hydroperoxide Rearrangements. 2. Oxa Bicyclic Hemiketal Peroxides from Homoallylic and Cyclopropylcarbinyl Precursors
Lillie, Thomas S.,Ronald, Robert C.
, p. 5084 - 5088 (2007/10/02)
Studies in this laboratory have resulted in the discovery of a novel hydrogen peroxide mediated ring expansion that is suitable for the synthesis of medium to large ring oxa bicyclic compounds.This rearrangement involves the solvolysis of homoallylic bros
127. Conformationally Controlled Odor Perception in 'Steroid-type' Scent Molecules
Ohloff, Guenther,Giersch, Wolfgang,Thommen, Walter,Willhalm, Bruno
, p. 1343 - 1354 (2007/10/02)
A series of compounds possessing a 'steroid-type' scent and related to 4-(4'-t-butylcyclohexyl)-4-methyl-2-pentanones (1 and 2) have been synthesized.The odor of these compounds has been found to be dependent on their conformation; only when the molecule can assume a steroid-like shape there is an interaction with the odor chemoreceptor.
