CARBON-CARBON BOND FORMING REACTIONS
19
I.A.5-13 Iwama, S. and Katsumura, S., BCJ, 67, 3363; Sibi, M.P. et al.,
JCS(Pl), 1675; Knöchel, P. et al., T, 50, 2415; see also: Garcia Martinez,
A. et al., T, 50, 13231; see also: Hudlicky, T. et al., JOC, 59, 4037;
Ibuka, T. et al., AG(E), 33, 652; Sweeney, J.B. et al., TL, 35, 2739.
TsQ
R 2 CuLi
65-98%
higher order cuprates, CuZn species and different leaving groups
(including epoxide & aziridine ring opening) also used
I.A.5-14 Marek, I., Normant, J.-F. et al., JOC, 59, 4154; see also:
idem, JOC, 59, 2925 and T, 50, 11665.
Pent
L i
1) CrotylMgBr
2) ZnBr 2
3) H 3 0
+
Me
Pent
Me
87%, 92:8 dr
I.A.5-15 Toshima, K. et al., TL, 35, 5673.
(HO) n - kJ
,TMS
TMSOTf
-78°C
/ — Q
66-94% (HO) n .,'
£X/
19
I.A.5-13 Iwama, S. and Katsumura, S., BCJ, 67, 3363; Sibi, M.P. et al.,
JCS(Pl), 1675; Knöchel, P. et al., T, 50, 2415; see also: Garcia Martinez,
A. et al., T, 50, 13231; see also: Hudlicky, T. et al., JOC, 59, 4037;
Ibuka, T. et al., AG(E), 33, 652; Sweeney, J.B. et al., TL, 35, 2739.
TsQ
R 2 CuLi
65-98%
higher order cuprates, CuZn species and different leaving groups
(including epoxide & aziridine ring opening) also used
I.A.5-14 Marek, I., Normant, J.-F. et al., JOC, 59, 4154; see also:
idem, JOC, 59, 2925 and T, 50, 11665.
Pent
L i
1) CrotylMgBr
2) ZnBr 2
3) H 3 0
+
Me
Pent
Me
87%, 92:8 dr
I.A.5-15 Toshima, K. et al., TL, 35, 5673.
(HO) n - kJ
,TMS
TMSOTf
-78°C
/ — Q
66-94% (HO) n .,'
£X/
