Stereochemical studies—XVIII : Conformational study of heteroanalogues of bicyclo[3.3.1]nonane |
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Authors: | NS Zefirov SV Rogozina |
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Institution: | Chemistry Department, Moscow State University, Moscow, W-234, U.S.S.R. |
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Abstract: | A number of heteroanalogues of bicyclo3.3.1]nonane containing heteroatoms in 3-, 3,7- and 3,7,9-positions has been synthesized. 1H NMR measurement has shown that the compounds of the types 4,5 and 6 (Y = oxygen) are double-chairs with the “wings” of the molecule flattened. However, a new conformational effect has been found for the sulfur containing compounds of type 5 and 6 (X,Y = sulfur) which show substantially increased tendency to adopt boat-chair conformations. |
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