. Author manuscript; available in PMC: 2010 Feb 24.

Published in final edited form as: J Am Chem Soc. 2005 May 4;127(17):6170–6171. doi: 10.1021/ja043884l

Table 2.

Reaction Scope with 1b^a

graphic file with name nihms176022e2.jpg

(2)

entry

R′

yield (%)

4:5^b

83:17

n-C₆H₁₃

73 (53)

90:10 (>99:1)

Me₃Si

2-(Me)C₆H₄

70^c

91:9

n-C₆H₁₃

4-(MeO)C₆H₄

72^c

90:10

n-C₆H₁₃

2-(Me)C₆H₄

68^c

92:8

1.0 equiv of 1b, 4.0 equiv of alkyne, 1.5 equiv of PhCHO, 4.0 equiv of ZnI₂, and 4.4 equiv of Et₃N for 48 h.

Determined by ¹H NMR analysis of the crude reaction.

5.0 equiv of alkyne, 5.0 equiv of ZnI₂, and 5.5 equiv of NEt₃ used. Parenthetical yield and dr refers to the diol, revealed after TBAF deprotection and recrystallization (two-step yield).