Substrate-Directed Diastereoselective Hydroformylation of Methallylic Alcohols. -An effective directing metal-coordinating group is required for the diastereoselective hydroformylation. A key auxiliary is the Dpb group. Thus, the educts lead by catalytic hydroformylation to syn-aldehydes in very hi
ChemInform Abstract: Substrate Directed Diastereoselective Hydroformylation of Acyclic Homomethallylic Alcohols.
โ Scribed by B. BREIT
- Publisher
- John Wiley and Sons
- Year
- 2010
- Weight
- 28 KB
- Volume
- 28
- Category
- Article
- ISSN
- 0931-7597
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โฆ Synopsis
Substrate Directed Diastereoselective Hydroformylation of Acyclic Homomethallylic Alcohols.
-Diastereoselective hydroformylation of acyclic alcohols is achieved with the aid of a catalyst-directing group. In all cases the corresponding aldehydes are formed in good yields with high anti-selectivity. The temperature dependence of the stereochemical outcome is investigated for (Ia). The anti-selectivity is rationalized by analyzing the preferred substrate conformation in solution. In accordance with the proposed model derivative (V), bearing an additional methyl group, gives even higher selectivity.
๐ SIMILAR VOLUMES
dropwise to a suspension of [AuCl(tht)] (100 mg. 0.312 mmol) in acetone (10 mL). The reaction mixture was stirred for 5 h and the solvents were evaporated to dryness. Addition of hexane (10 mL) and filtration through Kieselguhr led to a colorless solution Concentration of the solution to ahout 1 mL
Substrate-Directed Diastereoselective Hydroformylation. Part 1. Substrate-Directed Diastereoselective Hydroformylation of Methallylic Alcohols -Development of an Efficient Catalyst-Directing Group for Rhodium-Catalyzed Hydroformylation. -The protection of methallylic alcohols (I) with the o-( diphen