γ-Silylboronates in the chiral Brønsted acid-catalysed allylboration of aldehydes.
نویسندگان
چکیده
The use of functionalised allylboronic esters in the catalytic enantioselective allylboration of aldehydes is described for the first time. γ-Silylallyl pinacolate derivatives give rise to α-silyl homoallylic alcohols in high yields, with complete diastereoselectivities and high enantioselectivities, in most of the cases. The usefulness of such intermediates is showcased by their transformation into fluorinated allylic alcohols.
منابع مشابه
Chiral Brønsted acid-catalyzed allylboration of aldehydes.
The catalytic enantioselective allylation of aldehydes is a long-standing problem of considerable interest to the chemical community. We disclose a new high-yielding and highly enantioselective chiral Brønsted acid-catalyzed allylboration of aldehydes. The reaction is shown to be highly general, with a broad substrate scope that covers aryl, heteroaryl, alpha,beta-unsaturated, and aliphatic ald...
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ورودعنوان ژورنال:
- Chemical communications
دوره 51 25 شماره
صفحات -
تاریخ انتشار 2015