In:
European Journal of Organic Chemistry, Wiley, Vol. 2015, No. 3 ( 2015-01), p. 525-533
Abstract:
Enantiopure silanediols derived from BINOL are an innovative family of stereoselective hydrogen‐bond donor (HBD) catalysts. Silanediols incorporated into a BINOL framework are attractive catalysts, as they are readily accessible and highly customizable. Structural modifications of the BINOL backbone affect the reactivity and selectivity of the silanediol catalysts in the additions of silyl ketene acetals to N ‐acyl isoquinolinium ions. The best results were obtained when the silanediol scaffold was substituted at the 4,4′‐ and 6,6′‐positions. This report includes details regarding the properties of selected BINOL‐based silanediol catalysts, including their acidities, binding constants, and X‐ray crystal structures.
Type of Medium:
Online Resource
ISSN:
1434-193X
,
1099-0690
DOI:
10.1002/ejoc.v2015.3
DOI:
10.1002/ejoc.201403441
Language:
English
Publisher:
Wiley
Publication Date:
2015
detail.hit.zdb_id:
1475010-7
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