Hydroboration of cyclic allenes with disiamylborane

It has been shown that 1,2-cyclononadiene and 1,2-cyclotridecadiene undergo 78 and 100% hydroboration respectively, with disiamylborane. 1,2-Cyclononadiene gave products which represented 83% attack of boron at the central carbon atom and 17% attack at the terminal carbon atom. 1,2-Cyclotridecadiene gave 62% central carbon attack and 38% terminal carbon attack. The reactivity and selectivity may be explained mainly in terms of steric effects on a four-centered transition state

Reactions of disiamyl(3-phenyl-2-butenyl)borane with aldehydes and ketones

A substituted allyl organoborane, disiamyl(3-phenyl-2-butenyl)borane has been prepared in situ by the monohydroboration of 3-phenyl-1,2-butadiene with disiamylborane. It reacts readily with butyraldehyde, benzaldehyde, acrolein and acetone to give unsaturated alcohols, possibly via a six-membered transition state involving allylic rearrangement

Stereospecific cyclization of cis,cis -1,5-cyclononadiene to cis -hexahydroindane derivatives via C<SUP>+</SUP>-&#960; interaction

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Hydroboration of cyclodecadienes

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Reactions of bicyclic organoboranes with silver nitrate

Bicyclic organoboranes (9-borabicyclo[3.3.1]nonane, 10-borabicyclo[4.3.1]decane and 11-borabicyclo[5.3.1] undecane) react with alkaline silver nitrate solution to give a mixture of monocyclic ketone and cis-monocyclic olefin

Oxymercuration of cyclic allenes

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1,2,6-Cyclononatriene-metal complexes

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Diimide reduction of allenes

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Reactions of bicyclic organoboranes with silver nitrate

Bicyclic organoboranes (9-borabicyclo[3.3.1]nonane, 10-borabicyclo[4.3.1]decane and 11-borabicyclo[5.3.1] undecane) react with alkaline silver nitrate solution to give a mixture of monocyclic ketone and cis-monocyclic olefin

Dihydroboration of 1,2-cyclotridecadiene

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