Stereospecific reduction of menthyloxyphosphine-boranes with one-electron reducing agents

Toshiyuki Oshiki; Takaaki Hikosaka; Tsuneo Imamoto

doi:10.1016/S0040-4039(00)92709-6

Stereospecific reduction of menthyloxyphosphine-boranes with one-electron reducing agents

Toshiyuki Oshiki, Takaaki Hikosaka, Tsuneo Imamoto

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

47 Citations (Scopus)

Abstract

The phosphorus-oxygen bond of diastereomerically pure menthyloxyphosphine-boranes was reductively cleaved at -78 °C by lithium naphthalenide or Li-NH₃ in excellent yields wilh almost complete retention of configuration at phosphorus.

Original language	English
Pages (from-to)	3371-3374
Number of pages	4
Journal	Tetrahedron Letters
Volume	32
Issue number	28
DOIs	https://doi.org/10.1016/S0040-4039(00)92709-6
Publication status	Published - Jul 8 1991
Externally published	Yes

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

Access to Document

10.1016/S0040-4039(00)92709-6

Cite this

@article{291e63742260411e978a8449608dee5a,

title = "Stereospecific reduction of menthyloxyphosphine-boranes with one-electron reducing agents",

abstract = "The phosphorus-oxygen bond of diastereomerically pure menthyloxyphosphine-boranes was reductively cleaved at -78 °C by lithium naphthalenide or Li-NH3 in excellent yields wilh almost complete retention of configuration at phosphorus.",

author = "Toshiyuki Oshiki and Takaaki Hikosaka and Tsuneo Imamoto",

note = "Funding Information: Acknowledgement_ This work was supportedb y the Grant-in-Aid for Scientific Researcho n Priority Area of Organic Unusual Valency No. 022471 04from the Ministry of Education, Science and Culture, Japan. We thankN ihon Nohyaku Co., Ltd. for measurementosf FD masss pectra.",

year = "1991",

month = jul,

day = "8",

doi = "10.1016/S0040-4039(00)92709-6",

language = "English",

volume = "32",

pages = "3371--3374",

journal = "Tetrahedron Letters",

issn = "0040-4039",

publisher = "Elsevier Limited",

number = "28",

}

TY - JOUR

T1 - Stereospecific reduction of menthyloxyphosphine-boranes with one-electron reducing agents

AU - Oshiki, Toshiyuki

AU - Hikosaka, Takaaki

AU - Imamoto, Tsuneo

N1 - Funding Information: Acknowledgement_ This work was supportedb y the Grant-in-Aid for Scientific Researcho n Priority Area of Organic Unusual Valency No. 022471 04from the Ministry of Education, Science and Culture, Japan. We thankN ihon Nohyaku Co., Ltd. for measurementosf FD masss pectra.

PY - 1991/7/8

Y1 - 1991/7/8

N2 - The phosphorus-oxygen bond of diastereomerically pure menthyloxyphosphine-boranes was reductively cleaved at -78 °C by lithium naphthalenide or Li-NH3 in excellent yields wilh almost complete retention of configuration at phosphorus.

AB - The phosphorus-oxygen bond of diastereomerically pure menthyloxyphosphine-boranes was reductively cleaved at -78 °C by lithium naphthalenide or Li-NH3 in excellent yields wilh almost complete retention of configuration at phosphorus.

UR - http://www.scopus.com/inward/record.url?scp=0025755804&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=0025755804&partnerID=8YFLogxK

U2 - 10.1016/S0040-4039(00)92709-6

DO - 10.1016/S0040-4039(00)92709-6

M3 - Article

AN - SCOPUS:0025755804

SN - 0040-4039

VL - 32

SP - 3371

EP - 3374

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 28

ER -

Stereospecific reduction of menthyloxyphosphine-boranes with one-electron reducing agents

Abstract

ASJC Scopus subject areas

Access to Document

Other files and links

Fingerprint

Cite this