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. Author manuscript; available in PMC: 2010 Jul 20.
Published in final edited form as: Synth Commun. 2009 Jan 1;39(13):2405–2422. doi: 10.1080/00397910802654898

Table 2.

A Comparison of Conversion and Diastereocontrol.

graphic file with name nihms115157u2.jpg
entry sulfonium salt base temperature (°C) yield (%)a drb
1 1 Cs2CO3 78 95 74:26
2 (CH3)3S⊕|⊖ NaH 78 86 76:24
3c (CH3)3S⊕|⊖ n-BuLi −20 56 92:8
4c,d (CH3)3S⊕|⊖ NaH 20 84 93:7
a

Isolated chromatographically pure material.

b

Determined by 1H NMR (crude reaction mixture).

c

Reference 7d.

d

Solvent is DMSO.