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25.1.11.4.2 Variation 2: Acyclic and Exocyclic Alkenes

DOI: 10.1055/sos-SD-025-00196

Breit, B.Science of Synthesis, (200725296.

Hydroformylation of isopropenyl-substituted 1,3-dioxanes 58 (R1=Me, Et) occurs in the presence of a rhodiumtriphenyl phosphite catalyst with excellent diastereoselectivity (Scheme 21). The anti-configured substituent R1 is essential for good levels of stereoinduction since it induces a reactive alkene conformation in which the unlike diastereotopic face is blocked through the R1 substituent.[‌82‌,‌83‌]

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References


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