390
2
General Synthetic Methods
⊡ Scheme 15
⊡ Scheme 16
⊡ Scheme 17
with nitrogen (94), and subsequent Wittig olefination afforded the highly functionalized part
in sphingofungin E stereoselectively [84] ( > Scheme 17).
4.2.2 Modified Claisen Rearrangements
Modifications of the Claisen rearrangement have been widely used in a variety of synthetic
chemistry reactions [85] ( > Scheme 18).
The simple Claisen rearrangement itself has been employed in the transformation of the
vinylglycal 95 into carbocyclic compounds [86] ( > Scheme 19). On heating at 240 °C in
o-dichlorobenzene in a sealed tube for 1 h, the desired rearrangement of 95 proceeds in the
2
General Synthetic Methods
⊡ Scheme 15
⊡ Scheme 16
⊡ Scheme 17
with nitrogen (94), and subsequent Wittig olefination afforded the highly functionalized part
in sphingofungin E stereoselectively [84] ( > Scheme 17).
4.2.2 Modified Claisen Rearrangements
Modifications of the Claisen rearrangement have been widely used in a variety of synthetic
chemistry reactions [85] ( > Scheme 18).
The simple Claisen rearrangement itself has been employed in the transformation of the
vinylglycal 95 into carbocyclic compounds [86] ( > Scheme 19). On heating at 240 °C in
o-dichlorobenzene in a sealed tube for 1 h, the desired rearrangement of 95 proceeds in the