CARBON-CARBON BOND FORMING REACTIONS
23
I.A.7.a.la-2 Landais, Y. and Ogay, P., ΓΛ, 5, 541.
)H O
a
1) HCLA
R
2) PhCHO
57-70%, up to 78% ee
I.A.7.a.la-3 Wenkert, E. and Schorp, M.K., JOC, 59, 1943.
Me0 2 C(CH 2 ) 3 C0 2 Me
1)
1) dimethyl(lithiomethyl)phosphonate
I.A.7.a.la-4 Fleming, I. et al., JCS(Pl), 701; Honda, T. and Mori, M.,
CL, 1013.
R"
OMe
1) PhMe 2 SiZnEt 2 Li
►
2) PhCHO
PhMe 2 Si
O
PhMe 2 SÎ
O
R ^ V ^ O M e
+
R ^ ^ r ^ ^ O M e
P h ^ ^ O H
PIT 'ΌΗ
96-97%, 81:19 to 87:13
similarly with tin nucleophiles & an ester as electrophile
23
I.A.7.a.la-2 Landais, Y. and Ogay, P., ΓΛ, 5, 541.
)H O
a
1) HCLA
R
2) PhCHO
57-70%, up to 78% ee
I.A.7.a.la-3 Wenkert, E. and Schorp, M.K., JOC, 59, 1943.
Me0 2 C(CH 2 ) 3 C0 2 Me
1)
1) dimethyl(lithiomethyl)phosphonate
I.A.7.a.la-4 Fleming, I. et al., JCS(Pl), 701; Honda, T. and Mori, M.,
CL, 1013.
R"
OMe
1) PhMe 2 SiZnEt 2 Li
►
2) PhCHO
PhMe 2 Si
O
PhMe 2 SÎ
O
R ^ V ^ O M e
+
R ^ ^ r ^ ^ O M e
P h ^ ^ O H
PIT 'ΌΗ
96-97%, 81:19 to 87:13
similarly with tin nucleophiles & an ester as electrophile