Organic Letters 2004-09-16

Highly efficient chemical kinetic resolution of bishomoallylic alcohols: synthesis of (R)-sulcatol.

Shui-Ling Chen, Qi-Ying Hu, Teck-Peng Loh

Index: Org. Lett. 6(19) , 3365-7, (2004)

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Abstract

[reaction: see text] A highly efficient chemical kinetic resolution of bishomoallylic alcohols was developed when the alcohols underwent In(OTf)(3)-catalyzed 3,5-oxonium-ene-type cyclization with steroidal aldehyde 2. Consistently high enantiomeric excess (up to >99%) was obtained.

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