Angewandte
Chemie
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[20]The configuration at C9 was established based on the long-range
coupling (J = 1 Hz) between 9-H and 4a-H.
[21]The structure of the ortho ester was confirmed by 13C NMR
spectroscopy; d = 108.2 ppm for compound 20, d = 108.5 ppm
for compound 23.
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[23]The configuration of the acetal was determined as shown in
Scheme 3 based on the coupling constant for 4-H and 4a-H; see
reference [13].
[24]The temperature was important for obtaining the amine in good
yield. At an elevated temperature (around 08C) the product was
obtained in very low yield.
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[9]The biosynthetic precursors and pathway are completely
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[17]The configuration of the major product could not be determined
at this stage.
[18]The structure was confirmed by the methylation of 15 with
À
TMS CHN2.
Angew. Chem. Int. Ed. 2004, 43, 4782 –4785
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