A partial synthesis of picrasin B and Δ2-picrasin B

Kenji Kawada; Moonsun Kim; David S. Watt

doi:10.1016/S0040-4039(01)93834-1

A partial synthesis of picrasin B and Δ²-picrasin B

Kenji Kawada, Moonsun Kim, David S. Watt

Molecular and Cellular Biochemistry

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

10 Scopus citations

Abstract

The regioselective reductive demethylation of the O-methyldiosphenol functionality in the A ring of quassin (3) with chlorotrimethylsilane and sodium iodide furnished picrasin B (1). Swern oxidation of 1 furnished Δ²-picrasin B (2), and O-methylation of 2 regenerated quassin (3).

Original language	English
Pages (from-to)	5985-5988
Number of pages	4
Journal	Tetrahedron Letters
Volume	30
Issue number	44
DOIs	https://doi.org/10.1016/S0040-4039(01)93834-1
State	Published - 1989

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

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10.1016/S0040-4039(01)93834-1

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@article{139046fb20b34cfdbf099df3b012c338,

title = "A partial synthesis of picrasin B and Δ2-picrasin B",

abstract = "The regioselective reductive demethylation of the O-methyldiosphenol functionality in the A ring of quassin (3) with chlorotrimethylsilane and sodium iodide furnished picrasin B (1). Swern oxidation of 1 furnished Δ2-picrasin B (2), and O-methylation of 2 regenerated quassin (3).",

author = "Kenji Kawada and Moonsun Kim and Watt, \{David S.\}",

year = "1989",

doi = "10.1016/S0040-4039(01)93834-1",

language = "English",

volume = "30",

pages = "5985--5988",

number = "44",

}

TY - JOUR

T1 - A partial synthesis of picrasin B and Δ2-picrasin B

AU - Kawada, Kenji

AU - Kim, Moonsun

AU - Watt, David S.

PY - 1989

Y1 - 1989

N2 - The regioselective reductive demethylation of the O-methyldiosphenol functionality in the A ring of quassin (3) with chlorotrimethylsilane and sodium iodide furnished picrasin B (1). Swern oxidation of 1 furnished Δ2-picrasin B (2), and O-methylation of 2 regenerated quassin (3).

AB - The regioselective reductive demethylation of the O-methyldiosphenol functionality in the A ring of quassin (3) with chlorotrimethylsilane and sodium iodide furnished picrasin B (1). Swern oxidation of 1 furnished Δ2-picrasin B (2), and O-methylation of 2 regenerated quassin (3).

UR - http://www.scopus.com/inward/record.url?scp=0024449011&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=0024449011&partnerID=8YFLogxK

U2 - 10.1016/S0040-4039(01)93834-1

DO - 10.1016/S0040-4039(01)93834-1

M3 - Article

AN - SCOPUS:0024449011

SN - 0040-4039

VL - 30

SP - 5985

EP - 5988

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 44

ER -

A partial synthesis of picrasin B and Δ²-picrasin B

Abstract

ASJC Scopus subject areas

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