Journal
ORGANIC LETTERS
Volume 13, Issue 1, Pages 164-167Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ol102797t
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- National Science Foundation [NSF-CHE-0715491]
- Dow Chemical
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Regioselective and enantioselective rhodium-catalyzed hydroformylation of 1,3-dienes with chiral bisdiazaphospholane ligands yields beta,gamma-unsaturated aldehydes that retain a C=C functionality for further conversion. The reaction conditions are mild, featuring low catalyst loadings (0.5 mol %), pressures readily obtained in glass bottles, and convenient reaction times (1.5-12 h). Optimized reaction conditions produce high enantioselectivity (>90% ee), regioselectivity (88-99%), and conversion to beta,gamma-unsaturated aldehydes (99%) for ten 1,3-dienes encompassing a variety of substitution patterns.
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