Single-pot triple catalytic transformations based on coupling of in situ generated allyl boronates with in situ hydrolyzed acetals.
نویسندگان
چکیده
In situ hydrolyzed acetals were coupled with in situ generated allyl boronates in a one-pot procedure, affording regio- and stereodefined homoallyl alcohols, epoxides and amino alcohols.
منابع مشابه
One-pot catalytic asymmetric borylation of unsaturated aldehyde-derived imines; functionalisation to homoallylic boronate carboxylate ester derivatives.
The β-borylation reaction of α,β-unsaturated aldehyde-derived imines, formed in situ, has been studied using a one-pot methodology, as a route to β-boryl aldehydes. The instability of the β-boryl aldehydes meant that derivatisation was required and routes to both acetal derivatives and homoallylic boronates were examined. β-Boryl acetals were also found to be unstable, however, the formation of...
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We developed catalytic intermolecular C(sp(3))-C(sp(3)) cross-couplings between various allyl alcohols and allyl boronates, which proceeded smoothly in the presence of nickel(0) under mild conditions to form 1,5-dienes with excellent linear- and γ-selectivity; the use of boronates proved to be crucial in terms of reactivity.
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A one-pot, convenient method for the preparation of optically active homoallylic alcohols from allyl halides was developed. Allyltrichlorosilanes were generated in situ from allyl halides and trichlorosilane in the presence of cuprous chloride and tertiary amine. Without isolation of the allyltrichlorosilanes, benzaldehyde and chiral biquinoline N,N'-dioxide were introduced into the same flask,...
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ورودعنوان ژورنال:
- Chemical communications
دوره 29 شماره
صفحات -
تاریخ انتشار 2008