Highly enantioselective hydrogenation of aromatic-heteroaromatic ketones

被引：97

作者：

Chen, CY ^{[1
]}

Reamer, RA ^{[1
]}

Chilenski, JR ^{[1
]}

McWilliams, CJ ^{[1
]}

机构：

[1] Merck & Co Inc, Dept Proc Engn, Rahway, NJ 07065 USA

来源：

ORGANIC LETTERS | 2003年 / 5卷 / 26期

关键词：

D O I：

10.1021/ol0360795

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

[GRAPHICS] Asymmetric hydrogenation of ketone 1 using trans-RuCl2[(R)-xylbinap][(R)-daipen] (3) as a catalyst afforded secondary alcohol 2 quantitatively and in 99.4% ee. Further exploration of the effect of the thiazole ring substitution revealed that the catalyst was highly effective for the enantioselective hydrogenation of 5-benzoyl thiazoles, which afforded corresponding alcohols in 92-99% ee. The same protocol was applicable to a variety of aromatic-heteroaromatic ketones to generate secondary alcohols in excellent enantioselectivities.

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页码：5039 / 5042

页数：4

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