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. Author manuscript; available in PMC: 2010 Feb 10.
Published in final edited form as: Angew Chem Int Ed Engl. 2009;48(4):762. doi: 10.1002/anie.200805066

Table 4.

Formation of the (+) and (−) enantiomers by molybdenum-catalyzed ARCM reactions.a

Entry Substrate Chiral Mo Complexb Product Yield [%]c ee [%]d
1 13 4 a (−)-19 78 96
2 13 3 b (+)-19 75 93
3 24 4 a (−)-27 45 98
4 24 3 b (+)-27 79 91
5 13 1 a (−)-19e 65 82
6 13 2 (+)-19e 40 93
7 24 1 a (+)-27f 61 96
8 24 2 (−)-27f 48 73
a

All reactions performed under a nitrogen atmosphere.

b

All reactions carried out with 10 mol% of catalyst.

c

Yield of purified product.

d

Determined by GLC analysis.

e

Absolute configuration assigned by analogy to 27.

f

Absolute configuration determined by X-ray analysis of the epoxide derivative 28, see Ref. [18].