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Diels–Alder Reactions in Creating Complexity in Higher Order Isoprenoids: Proposed Biosynthesis and Biomimetic Total Syntheses
Author(s) -
Bisai Vishnumaya,
Bisai Alakesh
Publication year - 2018
Publication title -
asian journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.846
H-Index - 44
eISSN - 2193-5815
pISSN - 2193-5807
DOI - 10.1002/ajoc.201800158
Subject(s) - abietane , chemistry , terpenoid , diels–alder reaction , cycloaddition , total synthesis , terpene , stereochemistry , organic chemistry , catalysis
Diels–Alder reactions and hetero Diels–Alder reactions play crucial role in building complexity in many naturally occurring isoprenoids. A number of structurally intriguing complex isoprenoids have been isolated form Nature, those are believed to follow a [4+2]‐cycloaddition reaction in their biosynthetic proposal. In this focus review, we discuss on the recent efforts on biomimetic total syntheses of complex isoprenoids utilizing Diels–Alder and hetero Diels–Alder reactions. In particular, we have considered isoprenoids arising from a basic icetaxane, abietane, dinor‐abietane, and abeo ‐abietane structural scaffolds.