Lipase catalysed resolution of ferrocene cyanohydrin: Access to novel ferrocenyl aminoalcohoIs and diamines

James A.S. Howell; Kristina Humphries; Patrick McArdle; Desmond Cunningham; Giovanni Nicolosi; Angela Patti; Martin A. Walsh

doi:10.1016/S0957-4166(97)00092-X

Lipase catalysed resolution of ferrocene cyanohydrin: Access to novel ferrocenyl aminoalcohoIs and diamines

James A.S. Howell, Kristina Humphries, Patrick McArdle, Desmond Cunningham, Giovanni Nicolosi, Angela Patti, Martin A. Walsh

Research output: Contribution to a Journal (Peer & Non Peer) › Article › peer-review

11 Citations (Scopus)

Abstract

(R)-(+)-Ferrocene cyanohydrin acetate, obtained by enzymatic acylation of ferrocene cyanohydrin, may be transformed by reduction and alkylation into novel ferrocenyl β-aminoalcohoIs. Substitution of acetate by methanolic HNMe₂ proceeds with racemisation, but significant diastereoselection is observed on Strecker reaction using (-)PhCII(Me)NHMe.

Original language	English
Pages (from-to)	1027-1030
Number of pages	4
Journal	Tetrahedron Asymmetry
Volume	8
Issue number	7
DOIs	https://doi.org/10.1016/S0957-4166(97)00092-X
Publication status	Published - 11 Apr 1997
Externally published	Yes

Access to Document

10.1016/S0957-4166(97)00092-X

Cite this

@article{cc25b3b6956e4e6aa9375536243d4402,

title = "Lipase catalysed resolution of ferrocene cyanohydrin: Access to novel ferrocenyl aminoalcohoIs and diamines",

abstract = "(R)-(+)-Ferrocene cyanohydrin acetate, obtained by enzymatic acylation of ferrocene cyanohydrin, may be transformed by reduction and alkylation into novel ferrocenyl β-aminoalcohoIs. Substitution of acetate by methanolic HNMe2 proceeds with racemisation, but significant diastereoselection is observed on Strecker reaction using (-)PhCII(Me)NHMe.",

author = "Howell, \{James A.S.\} and Kristina Humphries and Patrick McArdle and Desmond Cunningham and Giovanni Nicolosi and Angela Patti and Walsh, \{Martin A.\}",

year = "1997",

month = apr,

day = "11",

doi = "10.1016/S0957-4166(97)00092-X",

language = "English",

volume = "8",

pages = "1027--1030",

journal = "Tetrahedron Asymmetry",

issn = "0957-4166",

publisher = "Elsevier Ltd",

number = "7",

}

TY - JOUR

T1 - Lipase catalysed resolution of ferrocene cyanohydrin

T2 - Access to novel ferrocenyl aminoalcohoIs and diamines

AU - Howell, James A.S.

AU - Humphries, Kristina

AU - McArdle, Patrick

AU - Cunningham, Desmond

AU - Nicolosi, Giovanni

AU - Patti, Angela

AU - Walsh, Martin A.

PY - 1997/4/11

Y1 - 1997/4/11

N2 - (R)-(+)-Ferrocene cyanohydrin acetate, obtained by enzymatic acylation of ferrocene cyanohydrin, may be transformed by reduction and alkylation into novel ferrocenyl β-aminoalcohoIs. Substitution of acetate by methanolic HNMe2 proceeds with racemisation, but significant diastereoselection is observed on Strecker reaction using (-)PhCII(Me)NHMe.

AB - (R)-(+)-Ferrocene cyanohydrin acetate, obtained by enzymatic acylation of ferrocene cyanohydrin, may be transformed by reduction and alkylation into novel ferrocenyl β-aminoalcohoIs. Substitution of acetate by methanolic HNMe2 proceeds with racemisation, but significant diastereoselection is observed on Strecker reaction using (-)PhCII(Me)NHMe.

UR - https://www.scopus.com/pages/publications/0030895210

U2 - 10.1016/S0957-4166(97)00092-X

DO - 10.1016/S0957-4166(97)00092-X

M3 - Article

SN - 0957-4166

VL - 8

SP - 1027

EP - 1030

JO - Tetrahedron Asymmetry

JF - Tetrahedron Asymmetry

IS - 7

ER -

Lipase catalysed resolution of ferrocene cyanohydrin: Access to novel ferrocenyl aminoalcohoIs and diamines

Abstract

Access to Document

Other files and links

Fingerprint

Cite this