(-)-Akagerine (1) was synthesized in an efficient and stereocontrolled fashion from the readily available (1S,2R)-cyclohexenedimethanol monoacetate 4. Key steps were the cleavage of the C(17)/ C(18) bond of 14a and the regio- and stereoselective cyclization of the dialdehyde 16 to give the tetracyclic skeleton of akagerine.
FIRST ENANTIOSELECTIVE SYNTHESIS OF (-)-AKAGERINE BY A CHEMOENZYMATIC APPROACH / B. DANIELI, G. LESMA, M. MAURO, G. PALMISANO, D. PASSARELLA. - In: JOURNAL OF ORGANIC CHEMISTRY. - ISSN 0022-3263. - 60:8(1995), pp. 2506-2513.
FIRST ENANTIOSELECTIVE SYNTHESIS OF (-)-AKAGERINE BY A CHEMOENZYMATIC APPROACH
B. DANIELIPrimo
;G. LESMASecondo
;D. PASSARELLAUltimo
1995
Abstract
(-)-Akagerine (1) was synthesized in an efficient and stereocontrolled fashion from the readily available (1S,2R)-cyclohexenedimethanol monoacetate 4. Key steps were the cleavage of the C(17)/ C(18) bond of 14a and the regio- and stereoselective cyclization of the dialdehyde 16 to give the tetracyclic skeleton of akagerine.File in questo prodotto:
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