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Beilstein J. Org. Chem. 2007, 3, No. 49, doi:10.1186/1860-5397-3-49
Graphical Abstract
Scheme 1: Epoxide initiated electrophilic cyclization of azide.
Scheme 2: Crispine A and its analogues.
Scheme 3: Intramolecular Schmidt reaction of olefin azide.
Scheme 4: Retrosynthetic approach for crispine A analogues.
Scheme 5: Synthesis of β-ketoester 7.
Scheme 6: Alkylation of ketal-ester 12.
Scheme 7: Synthesis of azido-ketone 6.
Scheme 8: The intramolecular Schmidt cyclization of azido-ketone 6.
Figure 1: ORTEP diagram of the acid derivative 4.
Scheme 9: Synthesis of acid analogue of crispine A.
Scheme 10: Synthesis of methyl analogue of crispine A.