ISSN:
0947-3440
Keywords:
Conformational analysis
;
Force field calculations
;
MM3
;
Polyketide natural products
;
Chemistry
;
Organic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
2,4-Dimethylpentane (1) is a typical biconformational backbone segment. When one methyl group in 1 is replaced by a sp2 bound residue (vinyl, formyl, phenyl), as in compounds 3-6, a small preference for conformer 2b ensues, in which the sp2 bound group resides in the sterically more hindered position. Oxygen substituents in the 3-position do not change this conformational preference, but in concert with bulkier sp2-hybridized groups in the 2-position, a preference for the 2a backbone conformation may be induced, in which the sp2-hybridized group is in the less sterically hindered end-of-chain position, cf. compounds 20 and 23.
Additional Material:
3 Tab.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/jlac.199719970819
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