| | Sulfone-mediated synthesis of substituted furans on solid support (Site not responding. Last check: 2007-11-03) |
 | | One of the central thrusts of solid-phase synthesis involves the design of reaction sequences which allow the ‘traceless’ cleavage of the product from the polymeric material on which it was elaborated. |
 | | The goals of our study at the outset were twofold: (i) to realise a sulfone carbanion-mediated, solid-supported synthesis of furans using the traceless linker strategy, and (ii) to gain some insights into the accessibility and usefulness of such highly reactive, basic carbanionic species in this potentially demanding reaction medium. |
 | | CH(CH In summary, we have shown that the (4-alkoxyphenylsulfonyl)alkyl groups serve as effective active linkers in the traceless synthesis of 2,5-disubstituted furans, and that relatively basic and highly nucleophilic sulfone-stabilised carbanions are viable entities when immobilised on Merrifield resin. |
| www.arkat-usa.org /ark/journal/2002/I09_Bull/JB-545J/545j.asp (3252 words) |