Vinyl diene synthesis with

Diene synthesis with 5-vinyl-2,3-dihydro-1,4-dioxins Phenolether ring from acetylene derivs. via 2,3,4a,7-tetrahydro-1,4-benzodioxins... 

Trifluoroacetic anhydride calcium carbonate Asym. diene synthesis with 2-vinyl-A -oxazolines... 

Enynes. In the presence of this Pd(II) catalyst, vinyl iodides couple with alkynyltrimethylstannanes with retention of the geometry of the vinyl iodide to provide 1,3-enynes in high yields.2 Since the conjugated triple bond can be reduced to a (Z)-double bond stereospecifically, the coupling also provides a route to (Z,E)-or(Z,Z)-l,3-dienes. An example is the synthesis of bombykol (1), the sex attractant of the silkworm moth. 

Coupling of vinyl triflates with organotins. Vinyl triflates couple with organotin reagents in the presence of catalytic amounts of Pd(0) and lithium chloride (2 equiv.). The reaction is general, but is particularly useful for stereoselective synthesis of 1,3-dienes. ... 

Diene synthesis via Pd catalyzed vinyl coupbig of vinyl borates with vinyl halides... 

The stereocontrolled synthesis of alkenes and the use of vinyl- and alkyl-aluminum and -aluminate reagents as nucleophiles has been described above. In addition, the aluminum reagents are also useful in diene synthesis, in reactions with enones and epoxides, and in cyclizations. 

Trost and Scanlan reported a Pd-catalyzed condensation of a vinyl epoxide 75 and an allyl sulfone 76 in the presence of dppf under neutral conditions [231]. This alkylation allows a room temperature entry to a basic indolizidine ring system as a step towards the synthesis of (+)-aj//o-Pumiliotoxin 339B [232], The modification of allylic alkylations by condensation of a diene 77 with a pronucleophile 78 also leads to C-C bond formation at the allylic position in both 1 1 (79 and 80) and 2 1 (81 and 82) products [233]. Reactions between ketene silyl acetals 83 with allyl... 

Vinyl sulfoxides are useful Diels-Alder dienophiles. Thermolysis of the adducts gives rise to alkenes via sulfoxide elimination and so over the two steps the vinyl sulfoxides are the synthetic equivalents of alkynes, e.g. phenyl vinyl sulfoxide reacts with anthracene and 1,4-diphenylbuta-1,3-diene with concomitant sulfoxide elimination under the Diels-Alder conditions to give adducts (70) and (71 Scheme 15). 3-Phenylsulfinyl-a,3-unsaturated-carbonyl compounds have also been used as Diels-Alder dienophiles in chemistry developed for a synthesis of disodium prephenate and epiprephenate. With the electron rich diene (72), vinyl sulfoxides (73) and (75) gave rise to products (74 equation 33) and (76 equation 34) after hydrolysis. For the prephenate synthesis the phenylsulfinylmethylenelactone (77) was used, giving cyclohexadienone (78 Scheme 16) after sulfoxide elimination and hydrolysis. ... 

Zimmerman and Paufler heated a-pyrone with excess methyl vinyl ketone and achieved decarboxylative double diene synthesis of the diacetylbicyclo[2.2.2]-2-... 

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