TY - JOUR
T1 - α-Methoxy-benzylmetals
T2 - Original synthesis and reactivity
AU - Krief, A.
AU - Bousbaa, J.
PY - 1997/9/1
Y1 - 1997/9/1
N2 - Although 1-methoxy-1-methylseleno-toluene is efficiently metallated by KDA, the same compound as well as its higher homologues react with t-butyllithium producing 1-methoxy benzyllithiums via the C-Se bond cleavage. These species are efficiently alkylated by alkyl halides, even the secondary ones and react with THF in the presence of BF-OEt to produce the homologated tetrahydropyran derivative in good yield.
AB - Although 1-methoxy-1-methylseleno-toluene is efficiently metallated by KDA, the same compound as well as its higher homologues react with t-butyllithium producing 1-methoxy benzyllithiums via the C-Se bond cleavage. These species are efficiently alkylated by alkyl halides, even the secondary ones and react with THF in the presence of BF-OEt to produce the homologated tetrahydropyran derivative in good yield.
UR - http://www.scopus.com/inward/record.url?scp=0030806827&partnerID=8YFLogxK
U2 - 10.1016/S0040-4039(97)01410-X
DO - 10.1016/S0040-4039(97)01410-X
M3 - Article
AN - SCOPUS:0030806827
SN - 0040-4039
VL - 38
SP - 6289
EP - 6290
JO - Tetrahedron Letters
JF - Tetrahedron Letters
IS - 35
ER -