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Enantio- and diastereoselective synthesis of all four possible stereoisomers of 2-(phenylhydroxymethyl)quinuclidine

✍ Scribed by Barry Lygo; John Crosby; Terence R. Lowdon; Philip G. Wainwright

Publisher
Elsevier Science
Year
1997
Tongue
French
Weight
316 KB
Volume
38
Category
Article
ISSN
0040-4039

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✦ Synopsis

An enantio-and diastereoselective synthesis of all four possible stereoisomers of 2-(phenylhydroxymethyl)quinuclidine is reported. Key steps involve the use of the Sharpless dihydroxylation protocol to induce asymmetry, and stereodivergent cyclisations of the resulting diol to form the quinuclidine ring.

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