The michael addition of sulfur anions to β,β-substituted Nα-formyl-α,β-dehydroamino acid esters

C. Freeman Stanfield; Victor J. Hruby

doi:10.1080/00397918808060748

The michael addition of sulfur anions to β,β-substituted N^α-formyl-α,β-dehydroamino acid esters

C. Freeman Stanfield
, Victor J. Hruby

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

10 Scopus citations

Abstract

The addition of lithium benzylthiolates to N^α-formyl-α,β-dehydro-α-amino acid esters gave protected N^α-formyl-β-S-benzyl-β,S-dialkyl- cysteine esters. Hydrolysis and N^α-protection produced β,β-dialkyl-cysteines which can be used for peptide synthesis.

Original language	English (US)
Pages (from-to)	531-543
Number of pages	13
Journal	Synthetic Communications
Volume	18
Issue number	5
DOIs	https://doi.org/10.1080/00397918808060748
State	Published - Apr 1 1988
Externally published	Yes

ASJC Scopus subject areas

Organic Chemistry

Access to Document

10.1080/00397918808060748

Cite this

@article{933365c6d716464ba834a6005139a844,

title = "The michael addition of sulfur anions to β,β-substituted Nα-formyl-α,β-dehydroamino acid esters",

abstract = "The addition of lithium benzylthiolates to Nα-formyl-α,β-dehydro-α-amino acid esters gave protected Nα-formyl-β-S-benzyl-β,S-dialkyl- cysteine esters. Hydrolysis and Nα-protection produced β,β-dialkyl-cysteines which can be used for peptide synthesis.",

author = "\{Freeman Stanfield\}, C. and Hruby, \{Victor J.\}",

note = "Funding Information: Acknowledgment: This work was supported by the National Science",

year = "1988",

month = apr,

day = "1",

doi = "10.1080/00397918808060748",

language = "English (US)",

volume = "18",

pages = "531--543",

journal = "Synthetic Communications",

issn = "0039-7911",

publisher = "Taylor and Francis Ltd.",

number = "5",

}

TY - JOUR

T1 - The michael addition of sulfur anions to β,β-substituted Nα-formyl-α,β-dehydroamino acid esters

AU - Freeman Stanfield, C.

AU - Hruby, Victor J.

N1 - Funding Information: Acknowledgment: This work was supported by the National Science

PY - 1988/4/1

Y1 - 1988/4/1

N2 - The addition of lithium benzylthiolates to Nα-formyl-α,β-dehydro-α-amino acid esters gave protected Nα-formyl-β-S-benzyl-β,S-dialkyl- cysteine esters. Hydrolysis and Nα-protection produced β,β-dialkyl-cysteines which can be used for peptide synthesis.

AB - The addition of lithium benzylthiolates to Nα-formyl-α,β-dehydro-α-amino acid esters gave protected Nα-formyl-β-S-benzyl-β,S-dialkyl- cysteine esters. Hydrolysis and Nα-protection produced β,β-dialkyl-cysteines which can be used for peptide synthesis.

UR - https://www.scopus.com/pages/publications/77954697400

UR - https://www.scopus.com/pages/publications/77954697400#tab=citedBy

U2 - 10.1080/00397918808060748

DO - 10.1080/00397918808060748

M3 - Article

AN - SCOPUS:77954697400

SN - 0039-7911

VL - 18

SP - 531

EP - 543

JO - Synthetic Communications

JF - Synthetic Communications

IS - 5

ER -

The michael addition of sulfur anions to β,β-substituted N^α-formyl-α,β-dehydroamino acid esters

Abstract

ASJC Scopus subject areas

Access to Document

Other files and links

Fingerprint

Cite this