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The addition of allyllithium gave two diastereoisomers in ratios reaching from 1:4 to 1:1. The assignment was performed by NOE experiments for the cyclic products 15a-c after cleavage from the solid phase and for 15d by comparison with 15b after hydrolysis of the benzamide.
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note
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The reactions were monitored by TLC after products were cleaved from small resin samples as well as by IR spectroscopy of KBr pellets of the resins.
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32
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0001406866
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Arias, L. A.; Adkins, S.; Nagel, C. J.; Bach, R. D. J. Org. Chem. 1983, 48, 888.
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(1983)
J. Org. Chem.
, vol.48
, pp. 888
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Arias, L.A.1
Adkins, S.2
Nagel, C.J.3
Bach, R.D.4
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33
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0345313888
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note
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Only two diastereomers could be isolated which obviously sum up to the major part of the products formed. Nevertheless, it cannot be excluded that other stereoisomers are formed in small amounts, which were not detected.
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