Dimethyl Sulfoxide → (3Rs,4r)-4-(4-bromophenoxy)-1-pyridin-3-yl-pent-1-yn-3-ol

Participants

Reaction Steps

Prepared according to the method described in Example 1c) from (2S)-2-(4-bromophenoxy)propan-1-ol (9.24 g, Example 4b)), oxalyl chloride (4.38 ml), dimethyl sulfoxide (4.4 ml), triethylamine (22.4 ml), 3-pyridylacetylene (6.3 g) andn-butyllithium (2.5M in hexanes, 24 ml) to give the sub-title compound as an oil and as a 4:1 mixture of diastereomers (8.31 g).

Provenance & Evidence