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85038065775
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note
-
Variation of the amount of hydrogen cyanide used in the reaction (1-6 equiv.) or of the temperature at which the cyanide addition was performed (-78°C to RT) showed no positive improvement on the resultant diastereoselectivity of the amine 3.
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35
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0002537543
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36
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85038066986
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note
-
A 3:1 diastereomeric mixture of diols 10 was obtained. This mixture was inseparable by column chromatography and the stereochemical preference for this reaction was not determined.
-
-
-
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37
-
-
85038052880
-
-
note
-
2) ozonolysis was performed a slightly lower yield for the formation of the aldehyde was obtained (82%).
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38
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85038052459
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note
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2 is crucial. The best quality was that purchased from Johnson Matthey GmbH, (Karlsruhe, Germany) which was pale gray in appearance. The same reagent purchased from Sigma-Aldrich or Fluka was found to be green in appearance and gave lower yields.
-
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52
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85038063098
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note
-
a a R=H 5 10 b R=TBDMS 15 30 c R=TIPS 10 76 c R=TIPS 5 91.
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