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Asymmetric Total Synthesis of (−)‐Kravanhin B
Author(s) -
Zhong Zhuliang,
Ma Donghui,
Zhao Gaoyuan,
Li Huilin,
Xu Dengyu,
Xie Xingang,
She Xuegong
Publication year - 2015
Publication title -
chemistry – an asian journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.18
H-Index - 106
eISSN - 1861-471X
pISSN - 1861-4728
DOI - 10.1002/asia.201500860
Subject(s) - total synthesis , decalin , aldol reaction , stereochemistry , intramolecular force , chemistry , ring (chemistry) , isomerization , butenolide , olefin fiber , catalysis , organic chemistry
The first asymmetric total synthesis of kravanhin B has been accomplished with a linear reaction sequence of 13 steps starting from ( R )‐(−)‐carvone. The synthesis features an intramolecular aldol cyclization to construct the desired cis ‐fused decalin skeleton and an acid‐catalyzed dehydration and olefin isomerization to install the γ‐butenolide ring.