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Synthesis of Dioxa‐Cages as a New Probe for the Stereochemistry of the Bisadducts of p ‐Quinone with Cyclopentadiene and Cyclohexadiene
Author(s) -
Yen ChiaHui,
Tsai ShihHwa,
Wu HsienJen
Publication year - 1998
Publication title -
journal of the chinese chemical society
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.329
H-Index - 45
eISSN - 2192-6549
pISSN - 0009-4536
DOI - 10.1002/jccs.199800120
Subject(s) - chemistry , cyclopentadiene , quinone , sequence (biology) , stereochemistry , organic chemistry , catalysis , biochemistry
The synthesis of dioxa‐cages via iodine‐induced cyclization reaction can be used as a new method for the determination of the stereochemistry of the bisadducts of p ‐quinone with cyclopentadiene and cyclohexadiene. The bisadducts 2 and 8 were converted into the dioxa‐cages 13a and 13b via a three‐step sequence, respectively. The stereochemistry of 13a and 13b was determined on the basis of NOE experiments.