Journal
SCIENCE
Volume 336, Issue 6079, Pages 324-327Publisher
AMER ASSOC ADVANCEMENT SCIENCE
DOI: 10.1126/science.1219274
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Funding
- Robert A. Welch Foundation [F-0038]
- NIH's National Institute of General Medical Sciences [RO1-GM069445]
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The direct, by-product-free conversion of basic feedstocks to products of medicinal and agricultural relevance is a broad goal of chemical research. Butadiene is a product of petroleum cracking and is produced on an enormous scale (about 12 x 10(6) metric tons annually). Here, with the use of a ruthenium catalyst modified by a chiral phosphate counterion, we report the direct redox-triggered carbon-carbon coupling of alcohols and butadiene to form products of carbonyl crotylation with high levels of anti-diastereoselectivity and enantioselectivity in the absence of stoichiometric by-products.
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