In:
Angewandte Chemie, Wiley, Vol. 128, No. 20 ( 2016-05-10), p. 6179-6182
Abstract:
A highly efficient asymmetric cascade reaction between keto esters and alkynyl alcohols and amides is reported. The success of the reaction was attributed to the combination of chiral Lewis acid N , N′ ‐dioxide nickel(II) catalysis with achiral π‐acid gold(I) catalysis working as an asymmetric relay catalytic system. The corresponding spiroketals and spiroaminals were synthesized in up to 99 % yield, 19:1 d.r., and more than 99 % ee under mild reaction conditions. Control experiments suggest that the N , N′ ‐dioxide ligand was essential for the formation of the spiro products.
Type of Medium:
Online Resource
ISSN:
0044-8249
,
1521-3757
DOI:
10.1002/ange.v128.20
DOI:
10.1002/ange.201601701
Language:
English
Publisher:
Wiley
Publication Date:
2016
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505872-7
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1479266-7
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