Organoboron reaction with

For coupling, the cheaper aryl fluorosulfonate 713 is used as an alternative to the expensive aryl triflates to give the same results[473]. The arenesulfonates 714 are active for the reaction with vinylstannanes when dppp and LiCI are used in DMSO[583], The bromide 715 attacks the arylstannane moiety selectively without reacting with the organoboron moiety in 716 in the absence of a base[584]. 

Hydroboration affords an efficient preparation of the 5a-A -system (141, for example) from A" -3-ketones. Reaction with diborane followed by decomposition of the organoboron intermediate with refluxing acetic anhydride gives good yields of olefins. Ketones must be protected, and alcohols are transformed to acetates. A -7-Ketones yield 5oc-A -olefins (for example, 138). 

Olefins may be obtained by elimination from the organoboron intermediates formed from enol derivatives and diborane. " As in the reaction with a,jS-unsaturated ketones (section IX), the conversion is carried out in two parts first formation of the diborane adduct and second, decomposition in refluxing acetic anhydride. 

A synthesis of comblike organoboron polymer/boron stabilized imidoanion hybrids was examined via reactions of poly(organoboron halides) with 1-hexylamine and oligo(ethylene oxide) monomethyl ether and subsequent neutralization with lithium hydride (scheme 8). The obtained polymers (10) were amorphous soft solids soluble in common organic solvents such as methanol, THF, and chloroform. In the nB-NMR spectra (Fig. 11), neutralization of the iminoborane unit with lithium hydride... 

In addition, Wipf and co-workers104 have used silver(i)-catalyzed addition of zirconocenes to 3,4,6-tri-O-benzyl-D-glucal epoxide 93 for the stereoselective synthesis of a-C-glucosyl compounds 95 and 96 following a similar mechanism as in the reaction with organoaluminium and organoboron reagents (Scheme 32). 

Petasis N (2005) Multicomponent reactions with organoboron compounds. In Zhu J, Bienayme H (eds) Multicomponent reactions. Wiley-VCH, Weinheim, pp 199-223... 

Reactions with Organoboron Reagents The Suzuki-Miyaura Reaction... 

Reaction with Organoboron Reagents (Suzuki-Miyaura Coupling) 660... 

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