Journal
ORGANIC LETTERS
Volume 9, Issue 19, Pages 3745-3748Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ol7015548
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- NIGMS NIH HHS [R01-GM69445] Funding Source: Medline
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Catalytic hydrogenation of 1,3-enynes 1a-8a in the presence of ethyl glyoxalate at ambient pressure and temperature using a rhodium catalyst modified by (R)-(3,5-Bu-t-4-MeOPh)-MeO-BIPHEP results in highly regio- and enantioselective reductive coupling to furnish the corresponding (x-hydroxy esters 1b-8b. As demonstrated by the elaboration of (x-hydroxy ester 1b, the terminal and internal olefin moieties embodied by the diene side chain are subject to selective manipulation, one over the other.
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