(-)-Antirhine 2 was synthesized in an efficient and stereocontrolled fashion from the readily available (1R-2S)-cyclohexene dimethanol monoacetate 6. A key step was the regio- and stereoselective Pictet Spengler cyclization of the masked dialdehyde 12 to the indoloquinolizidinone 13.
A HIGHLY ENANTIOSELECTIVE SYNTHESIS OF (-)-ANTIRHINE BY CHEMOENZYMATIC APPROACH / B. DANIELI, G. LESMA, M. MAURO, G. PALMISANO, D. PASSARELLA. - In: TETRAHEDRON. - ISSN 0040-4020. - 50:29(1994), pp. 8837-8852. [10.1016/S0040-4020(01)85357-6]
A HIGHLY ENANTIOSELECTIVE SYNTHESIS OF (-)-ANTIRHINE BY CHEMOENZYMATIC APPROACH
B. DanieliPrimo
;G. LesmaSecondo
;D. PassarellaUltimo
1994
Abstract
(-)-Antirhine 2 was synthesized in an efficient and stereocontrolled fashion from the readily available (1R-2S)-cyclohexene dimethanol monoacetate 6. A key step was the regio- and stereoselective Pictet Spengler cyclization of the masked dialdehyde 12 to the indoloquinolizidinone 13.
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