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Synlett 2016; 27(07): 1077-1082
DOI: 10.1055/s-0035-1561340
DOI: 10.1055/s-0035-1561340
letter
Highly Diastereoselective 1,6-Conjugate Addition of Arylboronic Acids to Securinine
Weitere Informationen
Publikationsverlauf
Received: 30. November 2015
Accepted after revision: 30. Dezember 2015
Publikationsdatum:
21. Januar 2016 (online)


Abstract
The asymmetric 1,6-conjugate addition of arylboronic acids to natural securinine under rhodium(I) catalysis displays a very high regioselectivity, along with a remarkable diastereoselectivity (>99:1) and high yields. The in vitro cytotoxicity of the resulting securinine analogues was assayed against HCT-116 colon cancer cells, giving a new insight into the structure–activity relationship of securinine.