Table 3: Radical chlorohydrostannation of 1b at -78ºC (Method B).
| Entry |
-R |
119SnNMRa |
Yield
(%)d
|
Time (hs) |
%De |
| (S)b |
(D)c |
Cpd. Nº |
| 1 |
n-Bu |
- f
|
72.95
70.09
69.68
68.72 |
10a-d |
40 |
8 |
34
16
26
24 |
| 2 |
Ph |
- f
|
-63.69
-66.73
-68.68
-70.39 |
11a-d |
65 |
10 |
22
29
17
31 |
a Chemical shift determined in CDCl3 respect to Me4Sn; b Single addition adduct; c Double
addition adduct; d Yield of isolated products; e Diastereomeric relationship determined by
integration in the 119SnNMR spectrum of the crude reaction product; f No signals are observed.