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ChemInform Abstract: Substrate-Directed Diastereoselective Hydroformylation. Part 1. Substrate-Directed Diastereoselective Hydroformylation of Methallylic Alcohols - Development of an Efficient Catalyst-Directing Group for Rhodium-Catalyzed Hydroformylation.

✍ Scribed by B. BREIT


Publisher
John Wiley and Sons
Year
2010
Weight
33 KB
Volume
28
Category
Article
ISSN
0931-7597

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✦ Synopsis


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-( diphenylphosphanyl)benzoyl group (Dpb) leads to the development of an optimized, substrate-directed, highly diastereoselective, rhodium-catalyzed hydroformylation method, which provides stereoselective access to acyclic building blocks of type (V) containing two adjacent stereocenters. Subsequent transformation to the corresponding Ξ³lactones, e.g. (VI), is readily achieved without loss of stereoselectivity. -


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ChemInform Abstract: Substrate-Directed
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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

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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.