Degradations and Rearrangement Reactions
2.7
405
⊡ Scheme 49
⊡ Scheme 50
The Pd-catalyzed carbocyclization affects good control on the orientation of the newly
formed OH group [192] ( > Scheme 49). Thus, 225 and 227 afford the corresponding cyclitols
with almost complete selectivity. In the rearrangement of 227, the stereoselectivity is controlled by the bulky silyl ether-protecting group, which effects the conformational change.
2.7
405
⊡ Scheme 49
⊡ Scheme 50
The Pd-catalyzed carbocyclization affects good control on the orientation of the newly
formed OH group [192] ( > Scheme 49). Thus, 225 and 227 afford the corresponding cyclitols
with almost complete selectivity. In the rearrangement of 227, the stereoselectivity is controlled by the bulky silyl ether-protecting group, which effects the conformational change.