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. Author manuscript; available in PMC: 2012 Nov 18.
Published in final edited form as: Org Lett. 2011 Oct 25;13(22):6094–6097. doi: 10.1021/ol202588g

Table 1.

One-pot synthesis of 2-B(pin) allylic alcohols via 1-alkenyl-1,1-heterobimetallic intermediates

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entry R R′ allylic alcohol yield (%)a
1 n-Bu Ph 1a 70
2 i-Bu Ph 1b 76
3 Bn Ph 1c 68
4 Cy Ph 1d 69
5 i-Pr Ph 1e 81
6 Ph(Me)CH2- Ph 1f 62a
7 i-Pr 4-C6H4-OMe 1g 88
8 i-Pr 4-C6H4-Cl 1h 81
9 Cy n-Bu 1i 85
10 i-Pr n-Bu 1j 77
11 PhCH3(CH)- n-Bu 1k 61b
12 Bn Cyclohexenyl 1l 79
a

Isolated yield.

b

dr = 7:1 (determined by 1H NMR of crude reaction mixture), diastereomers separated by column chromatography and the major used in subsequent reactions.