Stereoselective synthesis of β-carboethoxy-γ-lactams via imino Mukaiyama aldol-type reaction of 1,4-bis(trimethylsilyloxy)-1,4-diethoxy-1,3-butadiene

Manat Pohmakotr; Nattawut Yotapan; Patoomratana Tuchinda; Chutima Kuhakarn; Vichai Reutrakul

doi:10.1016/j.tet.2007.03.006

Stereoselective synthesis of β-carboethoxy-γ-lactams via imino Mukaiyama aldol-type reaction of 1,4-bis(trimethylsilyloxy)-1,4-diethoxy-1,3-butadiene

Manat Pohmakotr
, Nattawut Yotapan
, Patoomratana Tuchinda
, Chutima Kuhakarn
, Vichai Reutrakul

Mahidol University

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

14 Citations (Scopus)

Abstract

The reaction of the (bis)trimethylsilyloxy derivative of diethyl succinate with imines in the presence of ZnCl₂ provides a general stereoselective entry to β-carboethoxy-γ-lactams.

Original language	English
Pages (from-to)	4328-4337
Number of pages	10
Journal	Tetrahedron
Volume	63
Issue number	20
DOIs	https://doi.org/10.1016/j.tet.2007.03.006
Publication status	Published - 14 May 2007
Externally published	Yes

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title = "Stereoselective synthesis of β-carboethoxy-γ-lactams via imino Mukaiyama aldol-type reaction of 1,4-bis(trimethylsilyloxy)-1,4-diethoxy-1,3-butadiene",

abstract = "The reaction of the (bis)trimethylsilyloxy derivative of diethyl succinate with imines in the presence of ZnCl2 provides a general stereoselective entry to β-carboethoxy-γ-lactams.",

author = "Manat Pohmakotr and Nattawut Yotapan and Patoomratana Tuchinda and Chutima Kuhakarn and Vichai Reutrakul",

year = "2007",

month = may,

day = "14",

doi = "10.1016/j.tet.2007.03.006",

language = "English",

volume = "63",

pages = "4328--4337",

journal = "Tetrahedron",

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T1 - Stereoselective synthesis of β-carboethoxy-γ-lactams via imino Mukaiyama aldol-type reaction of 1,4-bis(trimethylsilyloxy)-1,4-diethoxy-1,3-butadiene

AU - Pohmakotr, Manat

AU - Yotapan, Nattawut

AU - Tuchinda, Patoomratana

AU - Kuhakarn, Chutima

AU - Reutrakul, Vichai

PY - 2007/5/14

Y1 - 2007/5/14

N2 - The reaction of the (bis)trimethylsilyloxy derivative of diethyl succinate with imines in the presence of ZnCl2 provides a general stereoselective entry to β-carboethoxy-γ-lactams.

AB - The reaction of the (bis)trimethylsilyloxy derivative of diethyl succinate with imines in the presence of ZnCl2 provides a general stereoselective entry to β-carboethoxy-γ-lactams.

UR - https://www.scopus.com/pages/publications/34047262894

U2 - 10.1016/j.tet.2007.03.006

DO - 10.1016/j.tet.2007.03.006

M3 - Article

AN - SCOPUS:34047262894

SN - 0040-4020

VL - 63

SP - 4328

EP - 4337

JO - Tetrahedron

JF - Tetrahedron

IS - 20

ER -

Stereoselective synthesis of β-carboethoxy-γ-lactams via imino Mukaiyama aldol-type reaction of 1,4-bis(trimethylsilyloxy)-1,4-diethoxy-1,3-butadiene

Abstract

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