Synthesis 2017; 49(07): 1531-1537
DOI: 10.1055/s-0036-1588105
paper
© Georg Thieme Verlag Stuttgart · New York

Total Syntheses of Urgineanins A, B, D, and Their Analogues

Dileep Kumar Singh
College of Pharmacy and Yonsei Institute of Pharmaceutical Sciences, Yonsei University, 85 Songdogwahak-ro, Yeonsu-gu, Incheon 21983, Republic of Korea   eMail: ikyonkim@yonsei.ac.kr
,
Youngeun Jung
College of Pharmacy and Yonsei Institute of Pharmaceutical Sciences, Yonsei University, 85 Songdogwahak-ro, Yeonsu-gu, Incheon 21983, Republic of Korea   eMail: ikyonkim@yonsei.ac.kr
,
Ikyon Kim*
College of Pharmacy and Yonsei Institute of Pharmaceutical Sciences, Yonsei University, 85 Songdogwahak-ro, Yeonsu-gu, Incheon 21983, Republic of Korea   eMail: ikyonkim@yonsei.ac.kr
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Publikationsverlauf

Received: 10. September 2016

Accepted after revision: 01. November 2016

Publikationsdatum:
28. November 2016 (online)


Abstract

The first asymmetric total syntheses of urgineanins A, B, and D – potent antiproliferative homoisoflavonoids – were achieved by utilizing Pd-catalyzed allylic substitution of the allylic acetate with arylboronic acids for introduction of the C rings of homoisoflavonoid skeleton. Several unnatural urgineanin analogues were also prepared in this manner.

Supporting Information