Novel route to hydroxy(keto)ethylene dipeptide isosteres through the reaction of N-tBOC-β-lactams with enolates

Iwao Ojima; Edward W. Ng; Chung Ming Sun

doi:10.1016/0040-4039(95)00825-W

Novel route to hydroxy(keto)ethylene dipeptide isosteres through the reaction of N-^tBOC-β-lactams with enolates

Iwao Ojima
, Edward W. Ng
, Chung Ming Sun

Chemistry

Stony Brook University

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

17 Scopus citations

Abstract

Ring-opening coupling reactions of (3R,4S)-1-^tBOC-3-silyloxy-4-substituted-azetidin-2-ones with lithium enolates of ketones and esters take place smoothly to give the corresponding hydroxy(keto)ethylene dipeptide isosteres in high yields.

Original language	English
Pages (from-to)	4547-4550
Number of pages	4
Journal	Tetrahedron Letters
Volume	36
Issue number	26
DOIs	https://doi.org/10.1016/0040-4039(95)00825-W
State	Published - Jun 26 1995

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10.1016/0040-4039(95)00825-W

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@article{71e54056da494f409375297be2d5ab8a,

title = "Novel route to hydroxy(keto)ethylene dipeptide isosteres through the reaction of N-tBOC-β-lactams with enolates",

abstract = "Ring-opening coupling reactions of (3R,4S)-1-tBOC-3-silyloxy-4-substituted-azetidin-2-ones with lithium enolates of ketones and esters take place smoothly to give the corresponding hydroxy(keto)ethylene dipeptide isosteres in high yields.",

author = "Iwao Ojima and Ng, \{Edward W.\} and Sun, \{Chung Ming\}",

year = "1995",

month = jun,

day = "26",

doi = "10.1016/0040-4039(95)00825-W",

language = "English",

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pages = "4547--4550",

journal = "Tetrahedron Letters",

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T1 - Novel route to hydroxy(keto)ethylene dipeptide isosteres through the reaction of N-tBOC-β-lactams with enolates

AU - Ojima, Iwao

AU - Ng, Edward W.

AU - Sun, Chung Ming

PY - 1995/6/26

Y1 - 1995/6/26

N2 - Ring-opening coupling reactions of (3R,4S)-1-tBOC-3-silyloxy-4-substituted-azetidin-2-ones with lithium enolates of ketones and esters take place smoothly to give the corresponding hydroxy(keto)ethylene dipeptide isosteres in high yields.

AB - Ring-opening coupling reactions of (3R,4S)-1-tBOC-3-silyloxy-4-substituted-azetidin-2-ones with lithium enolates of ketones and esters take place smoothly to give the corresponding hydroxy(keto)ethylene dipeptide isosteres in high yields.

UR - https://www.scopus.com/pages/publications/0029071439

U2 - 10.1016/0040-4039(95)00825-W

DO - 10.1016/0040-4039(95)00825-W

M3 - Article

AN - SCOPUS:0029071439

SN - 0040-4039

VL - 36

SP - 4547

EP - 4550

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 26

ER -

Novel route to hydroxy(keto)ethylene dipeptide isosteres through the reaction of N-^tBOC-β-lactams with enolates

Abstract

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