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based on starting dione lb) of 4b-7-di after triturating the initial residue with 2-methylbutane, separating, distilling, and combining distillates. A 5.03-g portion of deuterated dienone was reduced with lithium aluminum deuteride, using the procedure described for the undeuterated case, and afforded 5.0 g (98%) of 5-l,7-d2, mp 75-77.5°. This was converted to 6.4 g (70%) of 5-l,7-d2 p-nitrobenzoate, mp 73-78°, which was solvolyzed in buffered acetic acid for 19 hr at room temperature. Work-up gave 4.09 g of product which yielded 0.36 g (5.6%) of dideuterated 8b after addition of 2-methylbutane and filtration. The remaining oil was subjected to preparative tic (development with 1:9 ether-hexane), giving 1.53 g of dideuterated 7 and 2.20 g of cloudy yellow oil which afforded 2.0 g of dideuterated acetate 8a as a clear oil after treatment with Norit in 2-methylbutane (<1% p-nitrobenzoate present). Pyrolysis of a 0.528-g portion of acetate yielded 0.279 g (72%) of a mixture of dienes which was separated by preparative glpc on column 2 (120°) into two fractions, the second of which (69 mg) was, by analytical glpc, a 90:10 mixture of 9b and dideuterated 7, respectively: nmr (CC14) 7.47 (triplet of septuplets, J = 5.8 and 1.3 Hz) and 4.56 (triplet of quartets, J = 5.8 and 1.4 Hz).

Die Acrylester (I) liefern mit Diphenyldiazomethan (II) die Addukte (III), aus denen nach Verseifung und anschließender Behandlung mit entsprechenden Alkaloiden die optisch aktiven Carbonsäuren (IV) erhalten werden.

Durch Decarbonylierung unter Verwendung von dem im Titel erwähnten Rh‐Komplex (V) entstehen unter Retention der Konfiguration aus dem Butanal (Ia) bei 160°C in Benzonitril das sek.‐Butyl‐benzol (Ib) (optische Reinheit 81%), aus dem Cyclopropylaldehyd (IIa) beim Rückflußkochen in Xylol das Cyclopropan (IIb)(optische Reinheit 94%) und aus dem Zimtaldehyd (IIIa) beim Rückflußkochen in Benzol das Alken (IIIb) ( 100%ige Retention der Konfiguration).