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Total synthesis of Cinncassin A 1
Author(s) -
Nuriye Ahmed Y.,
Craescu Cristina V.
Publication year - 2020
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.3973
Subject(s) - chemistry , cassia , total synthesis , permanganate , natural product , cinnamomum , crystal structure , stereochemistry , combinatorial chemistry , organic chemistry , alternative medicine , pathology , traditional chinese medicine , medicine
In this communication, we report the first total synthesis of the phenolic natural product Cinncassin A 1 , which was recently isolated from the twigs of the cinnamon plant ( Cinnamomum cassia ). The novel and concise synthesis strategy involves a highly diastereoselective titanium enolate homocoupling and a permanganate‐mediated oxidative lactonization reaction as key steps. The structure of the compound was verified by single‐crystal X‐ray crystallography.