Concise synthesis of reduced propionates by stereoselective reductions combined with the Kobayashi reaction

Tatsuya Nakamura; Mio Harachi; Takaaki Kano; Yuki Mukaeda; Seijiro Hosokawa

doi:10.1021/ol401406m

Concise synthesis of reduced propionates by stereoselective reductions combined with the Kobayashi reaction

Tatsuya Nakamura
, Mio Harachi
, Takaaki Kano
, Yuki Mukaeda
, Seijiro Hosokawa^*

^*Corresponding author for this work

School of Advanced Science and Engineering

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

22 Citations (Scopus)

Abstract

A concise and straightforward synthesis of 2,4,6-trimethyloctanoates was established by using the sequence of the vinylogous Mukaiyama aldol reaction and regio- and stereoselective reduction reactions. All isomers were obtained selectively in a few steps. The short step synthesis of septoriamycin A, an antimalarial and antileishmanial agent, has been achieved by this methodology.

Original language	English
Pages (from-to)	3170-3173
Number of pages	4
Journal	Organic Letters
Volume	15
Issue number	12
DOIs	https://doi.org/10.1021/ol401406m
Publication status	Published - 2013 Jun 21

ASJC Scopus subject areas

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

Access to Document

10.1021/ol401406m

Cite this

@article{a6dc30fee7fe42639c559888b5f1542a,

title = "Concise synthesis of reduced propionates by stereoselective reductions combined with the Kobayashi reaction",

abstract = "A concise and straightforward synthesis of 2,4,6-trimethyloctanoates was established by using the sequence of the vinylogous Mukaiyama aldol reaction and regio- and stereoselective reduction reactions. All isomers were obtained selectively in a few steps. The short step synthesis of septoriamycin A, an antimalarial and antileishmanial agent, has been achieved by this methodology.",

author = "Tatsuya Nakamura and Mio Harachi and Takaaki Kano and Yuki Mukaeda and Seijiro Hosokawa",

year = "2013",

month = jun,

day = "21",

doi = "10.1021/ol401406m",

language = "English",

volume = "15",

pages = "3170--3173",

journal = "Organic Letters",

issn = "1523-7060",

publisher = "American Chemical Society",

number = "12",

}

TY - JOUR

T1 - Concise synthesis of reduced propionates by stereoselective reductions combined with the Kobayashi reaction

AU - Nakamura, Tatsuya

AU - Harachi, Mio

AU - Kano, Takaaki

AU - Mukaeda, Yuki

AU - Hosokawa, Seijiro

PY - 2013/6/21

Y1 - 2013/6/21

N2 - A concise and straightforward synthesis of 2,4,6-trimethyloctanoates was established by using the sequence of the vinylogous Mukaiyama aldol reaction and regio- and stereoselective reduction reactions. All isomers were obtained selectively in a few steps. The short step synthesis of septoriamycin A, an antimalarial and antileishmanial agent, has been achieved by this methodology.

AB - A concise and straightforward synthesis of 2,4,6-trimethyloctanoates was established by using the sequence of the vinylogous Mukaiyama aldol reaction and regio- and stereoselective reduction reactions. All isomers were obtained selectively in a few steps. The short step synthesis of septoriamycin A, an antimalarial and antileishmanial agent, has been achieved by this methodology.

UR - https://www.scopus.com/pages/publications/84879350794

UR - https://www.scopus.com/pages/publications/84879350794#tab=citedBy

U2 - 10.1021/ol401406m

DO - 10.1021/ol401406m

M3 - Article

C2 - 24490779

AN - SCOPUS:84879350794

SN - 1523-7060

VL - 15

SP - 3170

EP - 3173

JO - Organic Letters

JF - Organic Letters

IS - 12

ER -

Concise synthesis of reduced propionates by stereoselective reductions combined with the Kobayashi reaction

Abstract

ASJC Scopus subject areas

Access to Document

Other files and links

Fingerprint

Cite this