NaBH4-mediated non-chemoselective reduction of α,β-unsaturated ketones of chalcones in the synthesis of flavans

Ofentse Mazimba; Ishmael B. Masesane; Runner R.T. Majinda

NaBH4-mediated non-chemoselective reduction of α,β-unsaturated ketones of chalcones in the synthesis of flavans

Ofentse Mazimba, Ishmael B. Masesane, Runner R.T. Majinda

Research output: Contribution to journal › Article › peer-review

Abstract

In this paper, the NaBH4 mediated reduction of both the C-C and C-O double bonds of chalcones and subsequent acid mediated cyclisation of the saturated alcohols to flavans is described. The chalcones were readily prepared from commercially
available acetophenone and salicylaldehyde derivatives. Through this sequence of reactions, 3’,4’-dimethoxyflavan and 3’,4’,8-trimethoxyflavan were prepared in good overall yields.

Original language	English
Pages (from-to)	79-81
Number of pages	3
Journal	TRENDS IN ORGANIC CHEMISTRY
Volume	16
Publication status	Published - Jan 14 2012

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title = "NaBH4-mediated non-chemoselective reduction of α,β-unsaturated ketones of chalcones in the synthesis of flavans",

abstract = "In this paper, the NaBH4 mediated reduction of both the C-C and C-O double bonds of chalcones and subsequent acid mediated cyclisation of the saturated alcohols to flavans is described. The chalcones were readily prepared from commerciallyavailable acetophenone and salicylaldehyde derivatives. Through this sequence of reactions, 3{\textquoteright},4{\textquoteright}-dimethoxyflavan and 3{\textquoteright},4{\textquoteright},8-trimethoxyflavan were prepared in good overall yields.",

author = "Ofentse Mazimba and Masesane, {Ishmael B.} and Majinda, {Runner R.T.}",

year = "2012",

month = jan,

day = "14",

language = "English",

volume = "16",

pages = "79--81",

journal = "TRENDS IN ORGANIC CHEMISTRY",

issn = "0972-4362",

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T1 - NaBH4-mediated non-chemoselective reduction of α,β-unsaturated ketones of chalcones in the synthesis of flavans

AU - Mazimba, Ofentse

AU - Masesane, Ishmael B.

AU - Majinda, Runner R.T.

PY - 2012/1/14

Y1 - 2012/1/14

N2 - In this paper, the NaBH4 mediated reduction of both the C-C and C-O double bonds of chalcones and subsequent acid mediated cyclisation of the saturated alcohols to flavans is described. The chalcones were readily prepared from commerciallyavailable acetophenone and salicylaldehyde derivatives. Through this sequence of reactions, 3’,4’-dimethoxyflavan and 3’,4’,8-trimethoxyflavan were prepared in good overall yields.

AB - In this paper, the NaBH4 mediated reduction of both the C-C and C-O double bonds of chalcones and subsequent acid mediated cyclisation of the saturated alcohols to flavans is described. The chalcones were readily prepared from commerciallyavailable acetophenone and salicylaldehyde derivatives. Through this sequence of reactions, 3’,4’-dimethoxyflavan and 3’,4’,8-trimethoxyflavan were prepared in good overall yields.

M3 - Article

SN - 0972-4362

VL - 16

SP - 79

EP - 81

JO - TRENDS IN ORGANIC CHEMISTRY

JF - TRENDS IN ORGANIC CHEMISTRY

ER -

NaBH4-mediated non-chemoselective reduction of α,β-unsaturated ketones of chalcones in the synthesis of flavans

Abstract

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