Solid-phase synthesis of α-hydroxy phosphonates and hydroxystatine amides. Transition-state isosteres derived from resin-bound amino acid aldehydes

Roland E. Dolle; Timothy F. Herpin; Yvonne Class Shimshock

doi:10.1016/S0040-4039(01)00097-1

Solid-phase synthesis of α-hydroxy phosphonates and hydroxystatine amides. Transition-state isosteres derived from resin-bound amino acid aldehydes

Roland E. Dolle
, Timothy F. Herpin
, Yvonne Class Shimshock

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

31 Scopus citations

Abstract

Resin-bound N-acylated amino acid aldehydes iv were converted in a single step to α-hydroxy phosphonates vii (Pudovik reaction) and in six-steps to hydroxystatine amides viii, demonstrating the utility of intermediates iv for constructing multiple aspartic acid transition-state isosteres.

Original language	English
Pages (from-to)	1855-1858
Number of pages	4
Journal	Tetrahedron Letters
Volume	42
Issue number	10
DOIs	https://doi.org/10.1016/S0040-4039(01)00097-1
State	Published - Mar 4 2001

Access to Document

10.1016/S0040-4039(01)00097-1

Cite this

@article{2acc8687cb0e4e09af2a33e79721d8a9,

title = "Solid-phase synthesis of α-hydroxy phosphonates and hydroxystatine amides. Transition-state isosteres derived from resin-bound amino acid aldehydes",

abstract = "Resin-bound N-acylated amino acid aldehydes iv were converted in a single step to α-hydroxy phosphonates vii (Pudovik reaction) and in six-steps to hydroxystatine amides viii, demonstrating the utility of intermediates iv for constructing multiple aspartic acid transition-state isosteres.",

author = "Dolle, \{Roland E.\} and Herpin, \{Timothy F.\} and Shimshock, \{Yvonne Class\}",

year = "2001",

month = mar,

day = "4",

doi = "10.1016/S0040-4039(01)00097-1",

language = "English",

volume = "42",

pages = "1855--1858",

journal = "Tetrahedron Letters",

issn = "0040-4039",

number = "10",

}

TY - JOUR

T1 - Solid-phase synthesis of α-hydroxy phosphonates and hydroxystatine amides. Transition-state isosteres derived from resin-bound amino acid aldehydes

AU - Dolle, Roland E.

AU - Herpin, Timothy F.

AU - Shimshock, Yvonne Class

PY - 2001/3/4

Y1 - 2001/3/4

N2 - Resin-bound N-acylated amino acid aldehydes iv were converted in a single step to α-hydroxy phosphonates vii (Pudovik reaction) and in six-steps to hydroxystatine amides viii, demonstrating the utility of intermediates iv for constructing multiple aspartic acid transition-state isosteres.

AB - Resin-bound N-acylated amino acid aldehydes iv were converted in a single step to α-hydroxy phosphonates vii (Pudovik reaction) and in six-steps to hydroxystatine amides viii, demonstrating the utility of intermediates iv for constructing multiple aspartic acid transition-state isosteres.

UR - https://www.scopus.com/pages/publications/0035804454

U2 - 10.1016/S0040-4039(01)00097-1

DO - 10.1016/S0040-4039(01)00097-1

M3 - Article

AN - SCOPUS:0035804454

SN - 0040-4039

VL - 42

SP - 1855

EP - 1858

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 10

ER -

Solid-phase synthesis of α-hydroxy phosphonates and hydroxystatine amides. Transition-state isosteres derived from resin-bound amino acid aldehydes

Abstract

Access to Document

Other files and links

Fingerprint

Cite this