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
› Author Affiliations
Further Information

Publication History

Received: 10 September 2016

Accepted after revision: 01 November 2016

Publication Date:
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