Bicyclo decatrienes

Brmsted acid-assisted chiral Lewis acid 8 was also applied to the intramolecular Diels-Alder reaction of an a-unsubstituted triene derivative. ( , )-2,7,9-Decatrienal reacts in the presence of 30 mol% of the catalyst to afford the bicyclo compound in high yield and good enantioselectivity [lOd] (Scheme 1.17). 

The oxidation of cxo-7-hydroxybicyclof4.3.IJdecatriene-2,4,8 (I) to bicyclo[4.3.1]-decatriene-2,4,8-one-7 (2) was effected with Collins reagent in 64% yield. ... 

Stereoselective reduction. Lithium aluminum hydride in ether reduces (1, bicyclo-[4.3.1]decatriene-2,4,8-one-7) to the less hindered alcohol (2, endo-7-hydroxybicyclo-[4.3.]]decatriene-2,4,8).4... 

AuBer Butadien und Isopren wurden aueh cis- und fra ts-Pentadien-(l,3) und Cyelo-pentadien an Benzol photoaddiert, doch konnte die Struktur der entstehenden Addukte bisher nicht aufgeklart werden3. Mit 2,3-Dimethyl-butadien-(l, 3) entsteht endo-6-Methyl- sowie exo-6-Methyl-6-isopropenyl-tricydo 3.3.0.0z 8]octeM-(3) und 3,4-Dimethyl-bicyclo[4.2,2]decatrien-(3,7,9). ... 

The purely thermal processes that are involved include the formation of cw-9,10-dihydronaphthalene (C9,10) from bullvalene (BV), bicyclo[4.2.2]decatetrene (422) and its intramolecular Diels-Alder adduct, tetracyclo[4.4.0.0 0 ]decadiene (TCD), from lumibullvalene (LBV), isobullvalene (IBV), tricyclo[5.3.0.0 ]deca-3,5,9-triene (TDT), and isolumibullvalene (ILBV), from basketene (BSK), NHC, TRQ, and the syn and anti isomers of tricyclo[4.4.0.0 ]decatriene (S and A, respectively), and from all c/ -cyclodecapentaene (C5), snoutene (SNT), and diademane (DIA). A more recent review includes many heats of formation and enthalpies of activation ... 

The rhodium(I)-catalysed formal 5 -I- 2-cycloaddition of 3-acyloxy-4-ene-l,9-diynes (112) yielded bicyclo[5.3.0]decatrienes (113). The proposed mechanism involves a... 

---