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. Author manuscript; available in PMC: 2015 Nov 24.
Published in final edited form as: Angew Chem Int Ed Engl. 2014 Sep 29;53(48):13083–13087. doi: 10.1002/anie.201406440

Table 1.

First observation of [4+3] cycloadduct 13a.

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entry solvent catalyst ratio[a] 12a : 13a yield, % ee of 13a, %[d]
1 pentane Rh2(S-PTAD)4 94 :6 55[b] -73
2 CH2Cl2 Rh2(S-PTAD)4 87 :13 43[c] -71
3 pentane Rh2(S-DOSP)4 79 : 21 62[c] 33
4 CH2Cl2 Rh2(S-DOSP)4 30 : 70 61[c] 5
a

Determined by 1H NMR of crude reaction mixture,

b

isolated yield of 12a,

c

combined yield of 12a and 13a.

d

negative sign indicates the opposite enantiomer of 13a.