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. Author manuscript; available in PMC: 2014 Mar 12.
Published in final edited form as: European J Org Chem. 2010 Jan;2010(3):391–409. doi: 10.1002/ejoc.200901094

Table 3.

graphic file with name nihms-465354-t0055.jpg

entry internal
alkyne		 conditionsa yield regioselection A:B
1 77; R1 = H A 65 b 8:1
 R2 = PMB
2 78; R1 = TBDPS A 68 b 4:1
  R2 = H
3 79; R1 = TBDPS B 42 1.3:1
 R2 = PMB
graphic file with name nihms-465354-t0056.jpg
4 80; R1 = H A 78 b 18:1
 R2 = Bn
5 81; R1 = Bn A 58 b 10:1
  R2 = H
6 82; R1 = Bn B 59b 4:1
 R2 = Me
graphic file with name nihms-465354-t0057.jpg
7 83; R1 = H A 68 16:1
R2 = Bn
8 84; R1 = Bn A 68 10:1
R2 = H
9 85; R1 = Bn B 64 4:1
R2 = Me
graphic file with name nihms-465354-t0058.jpg
10 86; R1 = H A 69 20:1
11 87; R1 = TBS A 61 4:1
R2 = H
12 88; R1 = TBS B 61 2:1
R2 = PMB
a

Reaction Conditions: A) nBuLi, PhMe, −78 °C; then ClTi(OiPr)3, cC5H9MgCl, −78 to −40 °C; then BF3•OEt2, −78 °C and aldehyde; B) ClTi(Oi-Pr)3, cC5H9MgCl, −78 to −40 °C; then BF3•OEt2, −78 °C and aldehyde.

b

Yield reported is for isomer A.