Synthesis of Dioxa‐Cages as a New Probe for the Stereochemistry of the Bisadducts of  p ‐Quinone with Cyclopentadiene and Cyclohexadiene | Zendy

Yen ChiaHui | Zendy; Tsai ShihHwa | Zendy; Wu HsienJen | Zendy

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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.

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