Asymmetric synthesis of .alpha.-functionalized primary sulfonamides
1993
α-Functionalized primary sulfonamides 8 are prepared in good to excellent yields by treatment of the dianions of N-sulfonylcamphorimines 1-3 with electrophiles and hydrolyse of the resulting imines 5-7. Allylation of the anions of N-sulfonyl-10-camphorsulfonamide imines 2 and 3 with primary and secondary allyl iodides and with ethylene oxide, following removal of the chiral auxiliary with aqueous acid, gave primary sulfonamides with ee's in the range of 66-95%
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