The Tsuji–Trost reaction of allylic acetates with nucleophiles is optimized using a task-specific ionic liquid (TSIL)-palladium complex in very efficient manner. Several and systems are studied obtaining high yields the corresponding products total n-selectivity. surveyed employing inexpensive alcohols 3-acyloxindole derivatives affording expected allylated molecules after deacylative process. ...

Chlorinated compounds are among the most common and versatile building blocks in organic synthesis. Among these, achlorocarbonyl derivatives are of synthetic value owing to the variety of functional groups that can be introduced both at the chlorinated a-carbon atom and at the carbonyl functionality. For instance, they readily undergo substitution/addition reactions and cross-coupling reactions...

A vanadium-catalyzed method for the oxidation of prochiral aryl, allylic selenides with tandem [2,3] sigmatropic rearrangement has been developed. This protocol has been screened on a series of substrates to test for its generality and effectiveness. The applicability of this methodology to the synthesis of enantiomerically enriched allylic alcohols has been studied on a series of chiral oxazol...

Carroll rearrangement of b-keto esters derived from tertiary allylic alcohols, for example, 7, under basic conditions followed by decarboxylation of the resulting b-keto acids yielded the expected c,d-unsaturated methyl ketones 8 with a range of olefin geometries from 100:0 to 1:1.8 E=Z, depending on the relative steric requirements of the two groups at the allylic center. 2003 Elsevier Ltd. Al...

Mechanisms of thermal isomerization of allyl tetrazolyl ethers derived from the carbocyclic allylic alcohols cyclohex-2-enol and 3-methylcyclohex-2-enol and from the natural terpene alcohol nerol were investigated. In the process of the syntheses of the three 1-aryl-5-allyloxytetrazoles, their rapid isomerization to the corresponding 1-aryl-4-allyltetrazol-5-ones occurred. The experiments showe...

The activating effects of the benzyl and allyl groups on S(N)2 reactivity are well-known. 6-Chloromethyl-6-methylfulvene, also a primary, allylic halide, reacts 30 times faster with KI/acetone than does benzyl chloride at room temperature. The latter result, as well as new experimental observations, suggests that the fulvenyl group is a particularly activating allylic group in S(N)2 reactions. ...

In recent years, olefin cross metathesis (CM) has emerged as a powerful and convenient synthetic technique in organic chemistry; however, as a general synthetic method, CM has been limited by the lack of predictability in product selectivity and stereoselectivity. Investigations into olefin cross metathesis with several classes of olefins, including substituted and functionalized styrenes, seco...