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Synthesis of beta-Amino Ketones by Addition of Aryl Methyl Ketones to Sulfinimines: Application to the Total Synthesis of HPA-12, Norsedamine, and Sedamine

Reddy, Arava Amaranadha and Prasad, Kavirayani R (2017) Synthesis of beta-Amino Ketones by Addition of Aryl Methyl Ketones to Sulfinimines: Application to the Total Synthesis of HPA-12, Norsedamine, and Sedamine. In: JOURNAL OF ORGANIC CHEMISTRY, 82 (24). pp. 13488-13499.

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Official URL: http://dx.doi.org/10.1021/acs.joc.7b02611

Abstract

Synthesis of beta-sulfinamido ketones was accomplished by the addition of silyl enol ethers derived from arylmethyl ketones to chiral sulfinimines in excellent yield and selectivity. Application of the formed beta-amino substituted ketones is exemplified in the total synthesis of sphingolipid HPA-12 and the sedamine alkaloids.

Item Type: Journal Article
Publication: JOURNAL OF ORGANIC CHEMISTRY
Publisher: 10.1021/acs.joc.7b02611
Additional Information: Copy right for this article belongs to the AMER CHEMICAL SOC, 1155 16TH ST, NW, WASHINGTON, DC 20036 USA
Department/Centre: Division of Chemical Sciences > Organic Chemistry
Date Deposited: 20 Jan 2018 06:20
Last Modified: 20 Jan 2018 06:20
URI: http://eprints.iisc.ac.in/id/eprint/58828

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