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Prins‐Driven Friedel–Crafts Reaction for the Stereoselective Synthesis of Hexahydroindeno[2,1‐ c ]pyran Derivatives
Author(s) -
Reddy B. V. Subba,
Reddy G. Niranjan,
Reddy M. Ramana,
Lakshmi J. K.,
Jagadeesh B.,
Sridhar B.
Publication year - 2015
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.201500218
Subject(s) - chemistry , pyran , stereoselectivity , friedel–crafts reaction , domino , prins reaction , cascade reaction , cascade , stereochemistry , organic chemistry , catalysis , chromatography
A strategy has been devised for the stereoselective synthesis of hexahydroindeno[2,1‐ c ]pyran scaffolds through a domino cyclization of ( E )‐3,5‐diphenylpent‐4‐en‐1‐ol with aldehydes using BF 3 ⋅ OEt 2 at 70 °C. It is an approach for the construction of the indeno[2,1‐ c ]pyran skeleton in a one‐pot operation through a cascade cyclization.