The first internally functionalized chiral [2.2]metacyclophanes

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Abstract
The new medium membered heterocycles (2c–i), additionally strained due to internal substituents, could be obtained after optimization of a simple one-step cyclisation reaction; the barrier of the restricted rotations of the phenyl ring in (2h) and of the t-butyl group in (2i) were measured; the X-ray, NMR, and CD data of the stable enantiomers of (2c–i) are compared with those of the less strained parent skeleton (2a).

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