364
ORGANIC SYNTHESIS—1995
VI.A.9-15 Hof, R.P. and Kellogg, R.M., TA, 5, 565; Guanti, G. et al., TA,
5,9; Vandewalle, M. et al., BSB, 103, 285; Nicolosi, G. et al., TA, 5, 283;
Sakakibara, J. et al., T, 50, 1993; Johnson, C.R. et al., TL, 35, 6975 and
7735; Lovey, R.G. et al., TL, 35, 6047.
OH
lipase
R
HO
^
Ph
OAc
HO
Ph
OH R
OAc
HO
8-59 % conversion
7->97 % e.e.
VI.A.10. Ethers
VI.A.10-1 Moody, C.J. et al., TL, 35, 5949 and 3139.
O
R*0
O
Ph Rh 2 (OAc) 4 , ROH, CH 2 CI 2 R*0
Ph
N Î
R* = chi rai auxiliary
36-95 %
5-53 % d.e
OR'
VI.A.10-2 Koh. K. and Durst, T., JOC, 59,4683; Cavicchioni, G. et al.,
SC, 24, 2223.
O
R
O
OR*
ARO'Na
+
R
("C 6 H 13 )3NI
Br
OR*
O
+
T
OR*
OAr
ÔAr
55-76 % up to 95:5
ORGANIC SYNTHESIS—1995
VI.A.9-15 Hof, R.P. and Kellogg, R.M., TA, 5, 565; Guanti, G. et al., TA,
5,9; Vandewalle, M. et al., BSB, 103, 285; Nicolosi, G. et al., TA, 5, 283;
Sakakibara, J. et al., T, 50, 1993; Johnson, C.R. et al., TL, 35, 6975 and
7735; Lovey, R.G. et al., TL, 35, 6047.
OH
lipase
R
HO
^
Ph
OAc
HO
Ph
OH R
OAc
HO
8-59 % conversion
7->97 % e.e.
VI.A.10. Ethers
VI.A.10-1 Moody, C.J. et al., TL, 35, 5949 and 3139.
O
R*0
O
Ph Rh 2 (OAc) 4 , ROH, CH 2 CI 2 R*0
Ph
N Î
R* = chi rai auxiliary
36-95 %
5-53 % d.e
OR'
VI.A.10-2 Koh. K. and Durst, T., JOC, 59,4683; Cavicchioni, G. et al.,
SC, 24, 2223.
O
R
O
OR*
ARO'Na
+
R
("C 6 H 13 )3NI
Br
OR*
O
+
T
OR*
OAr
ÔAr
55-76 % up to 95:5
