Fig. 5

Transformations of the cyano group in product 3a. Synthesis of 8: 3a (0.10 mmol) was treated with lithium aluminium hydride (0.50 mmol) in Et2O (1.0 ml). Synthesis of 9: 8 (0.10 mmol) was treated with manganese dioxide (1.0 mmol) in CH2Cl2 (2.0 ml). Synthesis of 10: 3a (0.10 mmol) was treated with diisobutylaluminium hydride (0.40 mmol) in CH2Cl2 (1.0 ml). Synthesis of 11: 10 (0.056 mmol) was treated with pyridinium chlorochromate (0.17 mmol) in CH2Cl2 (2.0 ml)