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. Author manuscript; available in PMC: 2013 Feb 1.
Published in final edited form as: J Am Chem Soc. 2012 Jan 18;134(4):2075–2084. doi: 10.1021/ja206995s

Table 2.

Influence of Solvent with the Incorporation of Additive 17.

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Entrya mmol EDA Solvent Yield (%) eeb (%)
1 0.47 mmol THF NDc 65
2d 1.76 mmol THF 72 −77e
3d 1.76 mmol DME 25 −47e
4d 1.76 mmol 2-MeTHF 67 −65e
5d 1.76 mmol PhCH3 47 −19e
6d 1.76 mmol Heptane 52 −51e
a

All reactions run on a 0.47 mmol scale at 1M concentration in both donor 2 and acceptor 3.

b

Determined by chiral HPLC.

c

ND = Not determined.

d

Addition over 2 min.

e

(R,R)-ProPhenol 1 employed.