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The Practical Total Synthesis of Rottlerin and Rottlerone
Author(s) -
Chen XuLing,
Dong Yu,
Wang JiYu
Publication year - 2020
Publication title -
chemistryselect
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.437
H-Index - 34
ISSN - 2365-6549
DOI - 10.1002/slct.202002245
Subject(s) - rottlerin , methylene bridge , chemistry , methylene , formaldehyde , organic chemistry , protein kinase c , enzyme
Rottlerin, a chromenochalcone accuring naturally in Mallotus philippensis, processes a variety of biological activities. The compound has a pseudodimeric structure, as two phloroacetophenone derived aryl cores are linked by a methylene bridge. In this paper, we described a La(OTf) 3 ‐catalyzed activated arene‐formaldehyde condensation strategy to construct the methylene bridge, affording the desired product rottlerin and its analogue rottlerone. Moreover, with Eschenmoser's salt, we accomplished the synthesis of rottlerin and rottlerone in one pot.